CuH-Catalyzed Regio- and Enantioselective Formal Hydroformylation of Vinyl Arenes Article Swipe
Subhash Garhwal
,
Yuyang Dong
,
Binh Khanh
,
Peng Liu
,
Stephen L. Buchwald
·
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.1021/jacs.4c04287
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.1021/jacs.4c04287
A highly enantioselective formal hydroformylation of vinyl arenes enabled by copper hydride (CuH) catalysis is reported. Key to the success of the method was the use of the mild Lewis acid zinc triflate to promote the formation of oxocarbenium electrophiles through the activation of diethoxymethyl acetate. Using the newly developed protocol, a broad range of vinyl arene substrates underwent efficient hydroacetalization reactions to provide access to highly enantioenriched α-aryl acetal products in good yields with exclusively branched regioselectivity. The acetal products could be converted to the corresponding aldehydes, alcohols, and amines with full preservation of the enantiomeric purity. Density functional theory studies support that the key C-C bond-forming event between the alkyl copper intermediate and the oxocarbenium electrophile takes place with inversion of configuration of the Cu-C bond in a backside SE2-type mechanism.
Related Topics
Concepts
Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1021/jacs.4c04287
- OA Status
- green
- Cited By
- 8
- References
- 91
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4396780634
All OpenAlex metadata
Raw OpenAlex JSON
- OpenAlex ID
-
https://openalex.org/W4396780634Canonical identifier for this work in OpenAlex
- DOI
-
https://doi.org/10.1021/jacs.4c04287Digital Object Identifier
- Title
-
CuH-Catalyzed Regio- and Enantioselective Formal Hydroformylation of Vinyl ArenesWork title
- Type
-
articleOpenAlex work type
- Language
-
enPrimary language
- Publication year
-
2024Year of publication
- Publication date
-
2024-05-09Full publication date if available
- Authors
-
Subhash Garhwal, Yuyang Dong, Binh Khanh, Peng Liu, Stephen L. BuchwaldList of authors in order
- Landing page
-
https://doi.org/10.1021/jacs.4c04287Publisher landing page
- Open access
-
YesWhether a free full text is available
- OA status
-
greenOpen access status per OpenAlex
- OA URL
-
https://www.ncbi.nlm.nih.gov/pmc/articles/11439487Direct OA link when available
- Concepts
-
Chemistry, Enantioselective synthesis, Electrophile, Regioselectivity, Hydroformylation, Trifluoromethanesulfonate, Lewis acids and bases, Oxocarbenium, Catalysis, Organic chemistry, Acetal, Medicinal chemistry, Combinatorial chemistry, Rhodium, NucleophileTop concepts (fields/topics) attached by OpenAlex
- Cited by
-
8Total citation count in OpenAlex
- Citations by year (recent)
-
2025: 5, 2024: 3Per-year citation counts (last 5 years)
- References (count)
-
91Number of works referenced by this work
- Related works (count)
-
10Other works algorithmically related by OpenAlex
Full payload
| id | https://openalex.org/W4396780634 |
|---|---|
| doi | https://doi.org/10.1021/jacs.4c04287 |
| ids.doi | https://doi.org/10.1021/jacs.4c04287 |
| ids.pmid | https://pubmed.ncbi.nlm.nih.gov/38723265 |
| ids.openalex | https://openalex.org/W4396780634 |
| fwci | 3.10847914 |
| type | article |
| title | CuH-Catalyzed Regio- and Enantioselective Formal Hydroformylation of Vinyl Arenes |
| biblio.issue | 20 |
| biblio.volume | 146 |
| biblio.last_page | 13740 |
| biblio.first_page | 13733 |
| grants[0].funder | https://openalex.org/F4320306076 |
| grants[0].award_id | OAC-1928147 |
| grants[0].funder_display_name | National Science Foundation |
| grants[1].funder | https://openalex.org/F4320306076 |
| grants[1].award_id | OAC-1928224 |
| grants[1].funder_display_name | National Science Foundation |
| grants[2].funder | https://openalex.org/F4320306076 |
| grants[2].award_id | OAC-2117681 |
| grants[2].funder_display_name | National Science Foundation |
| grants[3].funder | https://openalex.org/F4320332161 |
| grants[3].award_id | GM058160-17S1 |
| grants[3].funder_display_name | National Institutes of Health |
| grants[4].funder | https://openalex.org/F4320332161 |
| grants[4].award_id | R35-GM122483 |
| grants[4].funder_display_name | National Institutes of Health |
| grants[5].funder | https://openalex.org/F4320332161 |
| grants[5].award_id | R35GM128779 |
| grants[5].funder_display_name | National Institutes of Health |
| topics[0].id | https://openalex.org/T11281 |
| topics[0].field.id | https://openalex.org/fields/16 |
| topics[0].field.display_name | Chemistry |
| topics[0].score | 0.9995999932289124 |
| topics[0].domain.id | https://openalex.org/domains/3 |
| topics[0].domain.display_name | Physical Sciences |
| topics[0].subfield.id | https://openalex.org/subfields/1604 |
| topics[0].subfield.display_name | Inorganic Chemistry |
| topics[0].display_name | Asymmetric Hydrogenation and Catalysis |
| topics[1].id | https://openalex.org/T10354 |
| topics[1].field.id | https://openalex.org/fields/16 |
| topics[1].field.display_name | Chemistry |
| topics[1].score | 0.9979000091552734 |
| topics[1].domain.id | https://openalex.org/domains/3 |
| topics[1].domain.display_name | Physical Sciences |
| topics[1].subfield.id | https://openalex.org/subfields/1605 |
| topics[1].subfield.display_name | Organic Chemistry |
| topics[1].display_name | Catalytic C–H Functionalization Methods |
| topics[2].id | https://openalex.org/T10092 |
| topics[2].field.id | https://openalex.org/fields/16 |
| topics[2].field.display_name | Chemistry |
| topics[2].score | 0.9976000189781189 |
| topics[2].domain.id | https://openalex.org/domains/3 |
| topics[2].domain.display_name | Physical Sciences |
| topics[2].subfield.id | https://openalex.org/subfields/1605 |
| topics[2].subfield.display_name | Organic Chemistry |
| topics[2].display_name | Organometallic Complex Synthesis and Catalysis |
| funders[0].id | https://openalex.org/F4320306076 |
| funders[0].ror | https://ror.org/021nxhr62 |
| funders[0].display_name | National Science Foundation |
| funders[1].id | https://openalex.org/F4320332161 |
| funders[1].ror | https://ror.org/01cwqze88 |
| funders[1].display_name | National Institutes of Health |
| is_xpac | False |
| apc_list | |
| apc_paid | |
| concepts[0].id | https://openalex.org/C185592680 |
| concepts[0].level | 0 |
| concepts[0].score | 0.9305754899978638 |
| concepts[0].wikidata | https://www.wikidata.org/wiki/Q2329 |
| concepts[0].display_name | Chemistry |
| concepts[1].id | https://openalex.org/C146686406 |
| concepts[1].level | 3 |
| concepts[1].score | 0.7533796429634094 |
| concepts[1].wikidata | https://www.wikidata.org/wiki/Q898628 |
| concepts[1].display_name | Enantioselective synthesis |
| concepts[2].id | https://openalex.org/C50027330 |
| concepts[2].level | 3 |
| concepts[2].score | 0.6560206413269043 |
| concepts[2].wikidata | https://www.wikidata.org/wiki/Q908086 |
| concepts[2].display_name | Electrophile |
| concepts[3].id | https://openalex.org/C59759590 |
| concepts[3].level | 3 |
| concepts[3].score | 0.6441217064857483 |
| concepts[3].wikidata | https://www.wikidata.org/wiki/Q2275927 |
| concepts[3].display_name | Regioselectivity |
| concepts[4].id | https://openalex.org/C100805817 |
| concepts[4].level | 4 |
| concepts[4].score | 0.6243635416030884 |
| concepts[4].wikidata | https://www.wikidata.org/wiki/Q899181 |
| concepts[4].display_name | Hydroformylation |
| concepts[5].id | https://openalex.org/C21774173 |
| concepts[5].level | 3 |
| concepts[5].score | 0.5614622831344604 |
| concepts[5].wikidata | https://www.wikidata.org/wiki/Q2462024 |
| concepts[5].display_name | Trifluoromethanesulfonate |
| concepts[6].id | https://openalex.org/C163638829 |
| concepts[6].level | 3 |
| concepts[6].score | 0.535340428352356 |
| concepts[6].wikidata | https://www.wikidata.org/wiki/Q900337 |
| concepts[6].display_name | Lewis acids and bases |
| concepts[7].id | https://openalex.org/C196647687 |
| concepts[7].level | 4 |
| concepts[7].score | 0.48470067977905273 |
| concepts[7].wikidata | https://www.wikidata.org/wiki/Q7115725 |
| concepts[7].display_name | Oxocarbenium |
| concepts[8].id | https://openalex.org/C161790260 |
| concepts[8].level | 2 |
| concepts[8].score | 0.46452438831329346 |
| concepts[8].wikidata | https://www.wikidata.org/wiki/Q82264 |
| concepts[8].display_name | Catalysis |
| concepts[9].id | https://openalex.org/C178790620 |
| concepts[9].level | 1 |
| concepts[9].score | 0.46008065342903137 |
| concepts[9].wikidata | https://www.wikidata.org/wiki/Q11351 |
| concepts[9].display_name | Organic chemistry |
| concepts[10].id | https://openalex.org/C2777731525 |
| concepts[10].level | 2 |
| concepts[10].score | 0.43334275484085083 |
| concepts[10].wikidata | https://www.wikidata.org/wiki/Q421103 |
| concepts[10].display_name | Acetal |
| concepts[11].id | https://openalex.org/C155647269 |
| concepts[11].level | 1 |
| concepts[11].score | 0.32943302392959595 |
| concepts[11].wikidata | https://www.wikidata.org/wiki/Q243455 |
| concepts[11].display_name | Medicinal chemistry |
| concepts[12].id | https://openalex.org/C21951064 |
| concepts[12].level | 1 |
| concepts[12].score | 0.3284475803375244 |
| concepts[12].wikidata | https://www.wikidata.org/wiki/Q899212 |
| concepts[12].display_name | Combinatorial chemistry |
| concepts[13].id | https://openalex.org/C521398313 |
| concepts[13].level | 3 |
| concepts[13].score | 0.1774527132511139 |
| concepts[13].wikidata | https://www.wikidata.org/wiki/Q1087 |
| concepts[13].display_name | Rhodium |
| concepts[14].id | https://openalex.org/C178907741 |
| concepts[14].level | 3 |
| concepts[14].score | 0.06722977757453918 |
| concepts[14].wikidata | https://www.wikidata.org/wiki/Q745930 |
| concepts[14].display_name | Nucleophile |
| keywords[0].id | https://openalex.org/keywords/chemistry |
| keywords[0].score | 0.9305754899978638 |
| keywords[0].display_name | Chemistry |
| keywords[1].id | https://openalex.org/keywords/enantioselective-synthesis |
| keywords[1].score | 0.7533796429634094 |
| keywords[1].display_name | Enantioselective synthesis |
| keywords[2].id | https://openalex.org/keywords/electrophile |
| keywords[2].score | 0.6560206413269043 |
| keywords[2].display_name | Electrophile |
| keywords[3].id | https://openalex.org/keywords/regioselectivity |
| keywords[3].score | 0.6441217064857483 |
| keywords[3].display_name | Regioselectivity |
| keywords[4].id | https://openalex.org/keywords/hydroformylation |
| keywords[4].score | 0.6243635416030884 |
| keywords[4].display_name | Hydroformylation |
| keywords[5].id | https://openalex.org/keywords/trifluoromethanesulfonate |
| keywords[5].score | 0.5614622831344604 |
| keywords[5].display_name | Trifluoromethanesulfonate |
| keywords[6].id | https://openalex.org/keywords/lewis-acids-and-bases |
| keywords[6].score | 0.535340428352356 |
| keywords[6].display_name | Lewis acids and bases |
| keywords[7].id | https://openalex.org/keywords/oxocarbenium |
| keywords[7].score | 0.48470067977905273 |
| keywords[7].display_name | Oxocarbenium |
| keywords[8].id | https://openalex.org/keywords/catalysis |
| keywords[8].score | 0.46452438831329346 |
| keywords[8].display_name | Catalysis |
| keywords[9].id | https://openalex.org/keywords/organic-chemistry |
| keywords[9].score | 0.46008065342903137 |
| keywords[9].display_name | Organic chemistry |
| keywords[10].id | https://openalex.org/keywords/acetal |
| keywords[10].score | 0.43334275484085083 |
| keywords[10].display_name | Acetal |
| keywords[11].id | https://openalex.org/keywords/medicinal-chemistry |
| keywords[11].score | 0.32943302392959595 |
| keywords[11].display_name | Medicinal chemistry |
| keywords[12].id | https://openalex.org/keywords/combinatorial-chemistry |
| keywords[12].score | 0.3284475803375244 |
| keywords[12].display_name | Combinatorial chemistry |
| keywords[13].id | https://openalex.org/keywords/rhodium |
| keywords[13].score | 0.1774527132511139 |
| keywords[13].display_name | Rhodium |
| keywords[14].id | https://openalex.org/keywords/nucleophile |
| keywords[14].score | 0.06722977757453918 |
| keywords[14].display_name | Nucleophile |
| language | en |
| locations[0].id | doi:10.1021/jacs.4c04287 |
| locations[0].is_oa | False |
| locations[0].source.id | https://openalex.org/S111155417 |
| locations[0].source.issn | 0002-7863, 1520-5126, 1943-2984 |
| locations[0].source.type | journal |
| locations[0].source.is_oa | False |
| locations[0].source.issn_l | 0002-7863 |
| locations[0].source.is_core | True |
| locations[0].source.is_in_doaj | False |
| locations[0].source.display_name | Journal of the American Chemical Society |
| locations[0].source.host_organization | https://openalex.org/P4310320006 |
| locations[0].source.host_organization_name | American Chemical Society |
| locations[0].source.host_organization_lineage | https://openalex.org/P4310320006 |
| locations[0].license | |
| locations[0].pdf_url | |
| locations[0].version | publishedVersion |
| locations[0].raw_type | journal-article |
| locations[0].license_id | |
| locations[0].is_accepted | True |
| locations[0].is_published | True |
| locations[0].raw_source_name | Journal of the American Chemical Society |
| locations[0].landing_page_url | https://doi.org/10.1021/jacs.4c04287 |
| locations[1].id | pmid:38723265 |
| locations[1].is_oa | False |
| locations[1].source.id | https://openalex.org/S4306525036 |
| locations[1].source.issn | |
| locations[1].source.type | repository |
| locations[1].source.is_oa | False |
| locations[1].source.issn_l | |
| locations[1].source.is_core | False |
| locations[1].source.is_in_doaj | False |
| locations[1].source.display_name | PubMed |
| locations[1].source.host_organization | https://openalex.org/I1299303238 |
| locations[1].source.host_organization_name | National Institutes of Health |
| locations[1].source.host_organization_lineage | https://openalex.org/I1299303238 |
| locations[1].license | |
| locations[1].pdf_url | |
| locations[1].version | publishedVersion |
| locations[1].raw_type | |
| locations[1].license_id | |
| locations[1].is_accepted | True |
| locations[1].is_published | True |
| locations[1].raw_source_name | Journal of the American Chemical Society |
| locations[1].landing_page_url | https://pubmed.ncbi.nlm.nih.gov/38723265 |
| locations[2].id | pmh:oai:pubmedcentral.nih.gov:11439487 |
| locations[2].is_oa | True |
| locations[2].source.id | https://openalex.org/S2764455111 |
| locations[2].source.issn | |
| locations[2].source.type | repository |
| locations[2].source.is_oa | False |
| locations[2].source.issn_l | |
| locations[2].source.is_core | False |
| locations[2].source.is_in_doaj | False |
| locations[2].source.display_name | PubMed Central |
| locations[2].source.host_organization | https://openalex.org/I1299303238 |
| locations[2].source.host_organization_name | National Institutes of Health |
| locations[2].source.host_organization_lineage | https://openalex.org/I1299303238 |
| locations[2].license | |
| locations[2].pdf_url | |
| locations[2].version | submittedVersion |
| locations[2].raw_type | Text |
| locations[2].license_id | |
| locations[2].is_accepted | False |
| locations[2].is_published | False |
| locations[2].raw_source_name | J Am Chem Soc |
| locations[2].landing_page_url | https://www.ncbi.nlm.nih.gov/pmc/articles/11439487 |
| indexed_in | crossref, pubmed |
| authorships[0].author.id | https://openalex.org/A5076042321 |
| authorships[0].author.orcid | https://orcid.org/0000-0002-0093-9224 |
| authorships[0].author.display_name | Subhash Garhwal |
| authorships[0].countries | US |
| authorships[0].affiliations[0].institution_ids | https://openalex.org/I63966007 |
| authorships[0].affiliations[0].raw_affiliation_string | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States |
| authorships[0].institutions[0].id | https://openalex.org/I63966007 |
| authorships[0].institutions[0].ror | https://ror.org/042nb2s44 |
| authorships[0].institutions[0].type | education |
| authorships[0].institutions[0].lineage | https://openalex.org/I63966007 |
| authorships[0].institutions[0].country_code | US |
| authorships[0].institutions[0].display_name | Massachusetts Institute of Technology |
| authorships[0].author_position | first |
| authorships[0].raw_author_name | Subhash Garhwal |
| authorships[0].is_corresponding | False |
| authorships[0].raw_affiliation_strings | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States |
| authorships[1].author.id | https://openalex.org/A5021045482 |
| authorships[1].author.orcid | https://orcid.org/0000-0002-4533-4798 |
| authorships[1].author.display_name | Yuyang Dong |
| authorships[1].countries | US |
| authorships[1].affiliations[0].institution_ids | https://openalex.org/I63966007 |
| authorships[1].affiliations[0].raw_affiliation_string | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States |
| authorships[1].institutions[0].id | https://openalex.org/I63966007 |
| authorships[1].institutions[0].ror | https://ror.org/042nb2s44 |
| authorships[1].institutions[0].type | education |
| authorships[1].institutions[0].lineage | https://openalex.org/I63966007 |
| authorships[1].institutions[0].country_code | US |
| authorships[1].institutions[0].display_name | Massachusetts Institute of Technology |
| authorships[1].author_position | middle |
| authorships[1].raw_author_name | Yuyang Dong |
| authorships[1].is_corresponding | False |
| authorships[1].raw_affiliation_strings | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States |
| authorships[2].author.id | https://openalex.org/A5087735042 |
| authorships[2].author.orcid | https://orcid.org/0000-0001-8487-1417 |
| authorships[2].author.display_name | Binh Khanh |
| authorships[2].countries | US |
| authorships[2].affiliations[0].institution_ids | https://openalex.org/I170201317 |
| authorships[2].affiliations[0].raw_affiliation_string | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States |
| authorships[2].institutions[0].id | https://openalex.org/I170201317 |
| authorships[2].institutions[0].ror | https://ror.org/01an3r305 |
| authorships[2].institutions[0].type | education |
| authorships[2].institutions[0].lineage | https://openalex.org/I170201317 |
| authorships[2].institutions[0].country_code | US |
| authorships[2].institutions[0].display_name | University of Pittsburgh |
| authorships[2].author_position | middle |
| authorships[2].raw_author_name | Binh Khanh Mai |
| authorships[2].is_corresponding | False |
| authorships[2].raw_affiliation_strings | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States |
| authorships[3].author.id | https://openalex.org/A5021833788 |
| authorships[3].author.orcid | https://orcid.org/0000-0002-8188-632X |
| authorships[3].author.display_name | Peng Liu |
| authorships[3].countries | US |
| authorships[3].affiliations[0].institution_ids | https://openalex.org/I170201317 |
| authorships[3].affiliations[0].raw_affiliation_string | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States |
| authorships[3].institutions[0].id | https://openalex.org/I170201317 |
| authorships[3].institutions[0].ror | https://ror.org/01an3r305 |
| authorships[3].institutions[0].type | education |
| authorships[3].institutions[0].lineage | https://openalex.org/I170201317 |
| authorships[3].institutions[0].country_code | US |
| authorships[3].institutions[0].display_name | University of Pittsburgh |
| authorships[3].author_position | middle |
| authorships[3].raw_author_name | Peng Liu |
| authorships[3].is_corresponding | True |
| authorships[3].raw_affiliation_strings | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States |
| authorships[4].author.id | https://openalex.org/A5039233288 |
| authorships[4].author.orcid | https://orcid.org/0000-0003-3875-4775 |
| authorships[4].author.display_name | Stephen L. Buchwald |
| authorships[4].countries | US |
| authorships[4].affiliations[0].institution_ids | https://openalex.org/I63966007 |
| authorships[4].affiliations[0].raw_affiliation_string | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States |
| authorships[4].institutions[0].id | https://openalex.org/I63966007 |
| authorships[4].institutions[0].ror | https://ror.org/042nb2s44 |
| authorships[4].institutions[0].type | education |
| authorships[4].institutions[0].lineage | https://openalex.org/I63966007 |
| authorships[4].institutions[0].country_code | US |
| authorships[4].institutions[0].display_name | Massachusetts Institute of Technology |
| authorships[4].author_position | last |
| authorships[4].raw_author_name | Stephen L. Buchwald |
| authorships[4].is_corresponding | True |
| authorships[4].raw_affiliation_strings | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States |
| has_content.pdf | False |
| has_content.grobid_xml | False |
| is_paratext | False |
| open_access.is_oa | True |
| open_access.oa_url | https://www.ncbi.nlm.nih.gov/pmc/articles/11439487 |
| open_access.oa_status | green |
| open_access.any_repository_has_fulltext | False |
| created_date | 2025-10-10T00:00:00 |
| display_name | CuH-Catalyzed Regio- and Enantioselective Formal Hydroformylation of Vinyl Arenes |
| has_fulltext | False |
| is_retracted | False |
| updated_date | 2025-11-06T03:46:38.306776 |
| primary_topic.id | https://openalex.org/T11281 |
| primary_topic.field.id | https://openalex.org/fields/16 |
| primary_topic.field.display_name | Chemistry |
| primary_topic.score | 0.9995999932289124 |
| primary_topic.domain.id | https://openalex.org/domains/3 |
| primary_topic.domain.display_name | Physical Sciences |
| primary_topic.subfield.id | https://openalex.org/subfields/1604 |
| primary_topic.subfield.display_name | Inorganic Chemistry |
| primary_topic.display_name | Asymmetric Hydrogenation and Catalysis |
| related_works | https://openalex.org/W4211242886, https://openalex.org/W2147251683, https://openalex.org/W2070956392, https://openalex.org/W2027668772, https://openalex.org/W2950682314, https://openalex.org/W1801328755, https://openalex.org/W2316556610, https://openalex.org/W4290861588, https://openalex.org/W1963557762, https://openalex.org/W2047595023 |
| cited_by_count | 8 |
| counts_by_year[0].year | 2025 |
| counts_by_year[0].cited_by_count | 5 |
| counts_by_year[1].year | 2024 |
| counts_by_year[1].cited_by_count | 3 |
| locations_count | 3 |
| best_oa_location.id | pmh:oai:pubmedcentral.nih.gov:11439487 |
| best_oa_location.is_oa | True |
| best_oa_location.source.id | https://openalex.org/S2764455111 |
| best_oa_location.source.issn | |
| best_oa_location.source.type | repository |
| best_oa_location.source.is_oa | False |
| best_oa_location.source.issn_l | |
| best_oa_location.source.is_core | False |
| best_oa_location.source.is_in_doaj | False |
| best_oa_location.source.display_name | PubMed Central |
| best_oa_location.source.host_organization | https://openalex.org/I1299303238 |
| best_oa_location.source.host_organization_name | National Institutes of Health |
| best_oa_location.source.host_organization_lineage | https://openalex.org/I1299303238 |
| best_oa_location.license | |
| best_oa_location.pdf_url | |
| best_oa_location.version | submittedVersion |
| best_oa_location.raw_type | Text |
| best_oa_location.license_id | |
| best_oa_location.is_accepted | False |
| best_oa_location.is_published | False |
| best_oa_location.raw_source_name | J Am Chem Soc |
| best_oa_location.landing_page_url | https://www.ncbi.nlm.nih.gov/pmc/articles/11439487 |
| primary_location.id | doi:10.1021/jacs.4c04287 |
| primary_location.is_oa | False |
| primary_location.source.id | https://openalex.org/S111155417 |
| primary_location.source.issn | 0002-7863, 1520-5126, 1943-2984 |
| primary_location.source.type | journal |
| primary_location.source.is_oa | False |
| primary_location.source.issn_l | 0002-7863 |
| primary_location.source.is_core | True |
| primary_location.source.is_in_doaj | False |
| primary_location.source.display_name | Journal of the American Chemical Society |
| primary_location.source.host_organization | https://openalex.org/P4310320006 |
| primary_location.source.host_organization_name | American Chemical Society |
| primary_location.source.host_organization_lineage | https://openalex.org/P4310320006 |
| primary_location.license | |
| primary_location.pdf_url | |
| primary_location.version | publishedVersion |
| primary_location.raw_type | journal-article |
| primary_location.license_id | |
| primary_location.is_accepted | True |
| primary_location.is_published | True |
| primary_location.raw_source_name | Journal of the American Chemical Society |
| primary_location.landing_page_url | https://doi.org/10.1021/jacs.4c04287 |
| publication_date | 2024-05-09 |
| publication_year | 2024 |
| referenced_works | https://openalex.org/W2010617699, https://openalex.org/W2109636076, https://openalex.org/W117017782, https://openalex.org/W4206993103, https://openalex.org/W4211046907, https://openalex.org/W2100051565, https://openalex.org/W1972755567, https://openalex.org/W4237915111, https://openalex.org/W2887501016, https://openalex.org/W1997063577, https://openalex.org/W3175164462, https://openalex.org/W2507119390, https://openalex.org/W2291113349, https://openalex.org/W1967932228, https://openalex.org/W2122431687, https://openalex.org/W2001385493, https://openalex.org/W2102357050, https://openalex.org/W2114941977, https://openalex.org/W1977287380, https://openalex.org/W1974883165, https://openalex.org/W2156933329, https://openalex.org/W2097933162, https://openalex.org/W2340659653, https://openalex.org/W2472267435, https://openalex.org/W3087054753, https://openalex.org/W2326740512, https://openalex.org/W2321859733, https://openalex.org/W2128433337, https://openalex.org/W2004271784, https://openalex.org/W3215938594, https://openalex.org/W2138020666, https://openalex.org/W2056028641, https://openalex.org/W2121766471, https://openalex.org/W1997682176, https://openalex.org/W2136421230, https://openalex.org/W2151939700, https://openalex.org/W2038201109, https://openalex.org/W2010543553, https://openalex.org/W1980849340, https://openalex.org/W2573241128, https://openalex.org/W3088278837, https://openalex.org/W2545978263, https://openalex.org/W2129604035, https://openalex.org/W2072937767, https://openalex.org/W2964198838, https://openalex.org/W2159417459, https://openalex.org/W2168941067, https://openalex.org/W2018826376, https://openalex.org/W2082837088, https://openalex.org/W2169980084, https://openalex.org/W4235762612, https://openalex.org/W1964587864, https://openalex.org/W2794002013, https://openalex.org/W2797317057, https://openalex.org/W4214658365, https://openalex.org/W4200606705, https://openalex.org/W2150845499, https://openalex.org/W3210191705, https://openalex.org/W3004004875, https://openalex.org/W2793715687, https://openalex.org/W3024396725, https://openalex.org/W4206319292, https://openalex.org/W4308609249, https://openalex.org/W4308743121, https://openalex.org/W2897488733, https://openalex.org/W3209652254, https://openalex.org/W3012068744, https://openalex.org/W2605975259, https://openalex.org/W4293802628, https://openalex.org/W4385568022, https://openalex.org/W2768093712, https://openalex.org/W2986067576, https://openalex.org/W4220704665, https://openalex.org/W1982107836, https://openalex.org/W2051542700, https://openalex.org/W1986862252, https://openalex.org/W1996859174, https://openalex.org/W1968932159, https://openalex.org/W2115291312, https://openalex.org/W2316215765, https://openalex.org/W2121144534, https://openalex.org/W2163689177, https://openalex.org/W2804940611, https://openalex.org/W3088277618, https://openalex.org/W2742183380, https://openalex.org/W3113860506, https://openalex.org/W4386523179, https://openalex.org/W2920791159, https://openalex.org/W2487712556, https://openalex.org/W4207008660, https://openalex.org/W2128632204 |
| referenced_works_count | 91 |
| abstract_inverted_index.A | 0 |
| abstract_inverted_index.a | 51, 129 |
| abstract_inverted_index.be | 82 |
| abstract_inverted_index.by | 9 |
| abstract_inverted_index.in | 71, 128 |
| abstract_inverted_index.is | 14 |
| abstract_inverted_index.of | 5, 20, 26, 37, 43, 54, 94, 122, 124 |
| abstract_inverted_index.to | 17, 33, 62, 65, 84 |
| abstract_inverted_index.C-C | 106 |
| abstract_inverted_index.Key | 16 |
| abstract_inverted_index.The | 78 |
| abstract_inverted_index.and | 89, 114 |
| abstract_inverted_index.key | 105 |
| abstract_inverted_index.the | 18, 21, 24, 27, 35, 41, 47, 85, 95, 104, 110, 115, 125 |
| abstract_inverted_index.use | 25 |
| abstract_inverted_index.was | 23 |
| abstract_inverted_index.Cu-C | 126 |
| abstract_inverted_index.acid | 30 |
| abstract_inverted_index.bond | 127 |
| abstract_inverted_index.full | 92 |
| abstract_inverted_index.good | 72 |
| abstract_inverted_index.mild | 28 |
| abstract_inverted_index.that | 103 |
| abstract_inverted_index.with | 74, 91, 120 |
| abstract_inverted_index.zinc | 31 |
| abstract_inverted_index.(CuH) | 12 |
| abstract_inverted_index.Lewis | 29 |
| abstract_inverted_index.Using | 46 |
| abstract_inverted_index.alkyl | 111 |
| abstract_inverted_index.arene | 56 |
| abstract_inverted_index.broad | 52 |
| abstract_inverted_index.could | 81 |
| abstract_inverted_index.event | 108 |
| abstract_inverted_index.newly | 48 |
| abstract_inverted_index.place | 119 |
| abstract_inverted_index.range | 53 |
| abstract_inverted_index.takes | 118 |
| abstract_inverted_index.vinyl | 6, 55 |
| abstract_inverted_index.access | 64 |
| abstract_inverted_index.acetal | 69, 79 |
| abstract_inverted_index.amines | 90 |
| abstract_inverted_index.arenes | 7 |
| abstract_inverted_index.copper | 10, 112 |
| abstract_inverted_index.formal | 3 |
| abstract_inverted_index.highly | 1, 66 |
| abstract_inverted_index.method | 22 |
| abstract_inverted_index.theory | 100 |
| abstract_inverted_index.yields | 73 |
| abstract_inverted_index.Density | 98 |
| abstract_inverted_index.between | 109 |
| abstract_inverted_index.enabled | 8 |
| abstract_inverted_index.hydride | 11 |
| abstract_inverted_index.promote | 34 |
| abstract_inverted_index.provide | 63 |
| abstract_inverted_index.purity. | 97 |
| abstract_inverted_index.studies | 101 |
| abstract_inverted_index.success | 19 |
| abstract_inverted_index.support | 102 |
| abstract_inverted_index.through | 40 |
| abstract_inverted_index.α-aryl | 68 |
| abstract_inverted_index.acetate. | 45 |
| abstract_inverted_index.backside | 130 |
| abstract_inverted_index.branched | 76 |
| abstract_inverted_index.products | 70, 80 |
| abstract_inverted_index.triflate | 32 |
| abstract_inverted_index.alcohols, | 88 |
| abstract_inverted_index.catalysis | 13 |
| abstract_inverted_index.converted | 83 |
| abstract_inverted_index.developed | 49 |
| abstract_inverted_index.efficient | 59 |
| abstract_inverted_index.formation | 36 |
| abstract_inverted_index.inversion | 121 |
| abstract_inverted_index.protocol, | 50 |
| abstract_inverted_index.reactions | 61 |
| abstract_inverted_index.reported. | 15 |
| abstract_inverted_index.underwent | 58 |
| abstract_inverted_index.activation | 42 |
| abstract_inverted_index.aldehydes, | 87 |
| abstract_inverted_index.functional | 99 |
| abstract_inverted_index.mechanism. | 132 |
| abstract_inverted_index.substrates | 57 |
| abstract_inverted_index.exclusively | 75 |
| abstract_inverted_index.bond-forming | 107 |
| abstract_inverted_index.electrophile | 117 |
| abstract_inverted_index.enantiomeric | 96 |
| abstract_inverted_index.intermediate | 113 |
| abstract_inverted_index.oxocarbenium | 38, 116 |
| abstract_inverted_index.preservation | 93 |
| abstract_inverted_index.configuration | 123 |
| abstract_inverted_index.corresponding | 86 |
| abstract_inverted_index.electrophiles | 39 |
| abstract_inverted_index.diethoxymethyl | 44 |
| abstract_inverted_index.enantioenriched | 67 |
| abstract_inverted_index.enantioselective | 2 |
| abstract_inverted_index.hydroformylation | 4 |
| abstract_inverted_index.regioselectivity. | 77 |
| abstract_inverted_index.hydroacetalization | 60 |
| abstract_inverted_index.S<sub>E</sub>2-type | 131 |
| cited_by_percentile_year.max | 98 |
| cited_by_percentile_year.min | 96 |
| corresponding_author_ids | https://openalex.org/A5039233288, https://openalex.org/A5021833788 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 5 |
| corresponding_institution_ids | https://openalex.org/I170201317, https://openalex.org/I63966007 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/6 |
| sustainable_development_goals[0].score | 0.7099999785423279 |
| sustainable_development_goals[0].display_name | Clean water and sanitation |
| citation_normalized_percentile.value | 0.8278964 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | True |