Enantioselective Hydrocarbamoylation of Alkenes Article Swipe
Sheng Feng
,
Yuyang Dong
,
Stephen L. Buchwald
·
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.1002/ange.202206692
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.1002/ange.202206692
The asymmetric hydroaminocarbonylation of olefins represents a straightforward approach for the synthesis of enantioenriched amides, but is hampered by the necessity to employ CO gas, often at elevated pressures. We herein describe, as an alternative, an enantioselective hydrocarbamoylation of alkenes leveraging dual copper hydride and palladium catalysis to enable the use of readily available carbamoyl chlorides as a practical carbamoylating reagent. The protocol is applicable to various types of olefins, including alkenyl arenes, terminal alkenes, and 1,1‐disubstituted alkenes. Substrates containing a diverse range of functional groups as well as heterocyclic substructures undergo functionalization to provide α‐ and β‐chiral amides in good yields and with excellent enantioselectivities.
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- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1002/ange.202206692
- OA Status
- hybrid
- Cited By
- 2
- References
- 77
- Related Works
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- OpenAlex ID
- https://openalex.org/W4281682736
All OpenAlex metadata
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https://openalex.org/W4281682736Canonical identifier for this work in OpenAlex
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https://doi.org/10.1002/ange.202206692Digital Object Identifier
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Enantioselective Hydrocarbamoylation of AlkenesWork title
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articleOpenAlex work type
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enPrimary language
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2022Year of publication
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2022-06-03Full publication date if available
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Sheng Feng, Yuyang Dong, Stephen L. BuchwaldList of authors in order
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https://doi.org/10.1002/ange.202206692Publisher landing page
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YesWhether a free full text is available
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hybridOpen access status per OpenAlex
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https://doi.org/10.1002/ange.202206692Direct OA link when available
- Concepts
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Enantioselective synthesis, Chemistry, Combinatorial chemistry, Reagent, Catalysis, Hydride, Organic chemistry, Alkene, Palladium, HydrogenTop concepts (fields/topics) attached by OpenAlex
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2Total citation count in OpenAlex
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2022: 2Per-year citation counts (last 5 years)
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77Number of works referenced by this work
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10Other works algorithmically related by OpenAlex
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| abstract_inverted_index.olefins, | 70 |
| abstract_inverted_index.protocol | 63 |
| abstract_inverted_index.reagent. | 61 |
| abstract_inverted_index.terminal | 74 |
| abstract_inverted_index.available | 54 |
| abstract_inverted_index.carbamoyl | 55 |
| abstract_inverted_index.catalysis | 47 |
| abstract_inverted_index.chlorides | 56 |
| abstract_inverted_index.describe, | 32 |
| abstract_inverted_index.excellent | 105 |
| abstract_inverted_index.including | 71 |
| abstract_inverted_index.necessity | 21 |
| abstract_inverted_index.palladium | 46 |
| abstract_inverted_index.practical | 59 |
| abstract_inverted_index.synthesis | 12 |
| abstract_inverted_index.Substrates | 79 |
| abstract_inverted_index.applicable | 65 |
| abstract_inverted_index.asymmetric | 2 |
| abstract_inverted_index.containing | 80 |
| abstract_inverted_index.functional | 85 |
| abstract_inverted_index.leveraging | 41 |
| abstract_inverted_index.pressures. | 29 |
| abstract_inverted_index.represents | 6 |
| abstract_inverted_index.β‐chiral | 98 |
| abstract_inverted_index.alternative, | 35 |
| abstract_inverted_index.heterocyclic | 90 |
| abstract_inverted_index.substructures | 91 |
| abstract_inverted_index.carbamoylating | 60 |
| abstract_inverted_index.enantioenriched | 14 |
| abstract_inverted_index.straightforward | 8 |
| abstract_inverted_index.enantioselective | 37 |
| abstract_inverted_index.functionalization | 93 |
| abstract_inverted_index.1,1‐disubstituted | 77 |
| abstract_inverted_index.hydrocarbamoylation | 38 |
| abstract_inverted_index.enantioselectivities. | 106 |
| abstract_inverted_index.hydroaminocarbonylation | 3 |
| cited_by_percentile_year.max | 96 |
| cited_by_percentile_year.min | 94 |
| corresponding_author_ids | https://openalex.org/A5039233288 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 3 |
| corresponding_institution_ids | https://openalex.org/I63966007 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/6 |
| sustainable_development_goals[0].score | 0.6200000047683716 |
| sustainable_development_goals[0].display_name | Clean water and sanitation |
| citation_normalized_percentile.value | 0.4675858 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | False |