From gem‐Dichlorocyclobutenones to Cyclobutenols: Unveiling a Ruthenium‐Catalyzed Allylic Reduction‐Asymmetric Transfer Hydrogenation Cascade Article Swipe
Christophe Meyer
,
Olivier Charron
,
Marharyta Kosiuha
,
Virginie Ratovelomanana-Vidal
,
Phannarath Phansavath
,
Geoffrey Gontard
·
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.1002/adsc.202401406
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.1002/adsc.202401406
Cyclobutenones constitute an appealing class of substrates in catalytic asymmetric transformations leading to diversely substituted enantioenriched four‐membered carbocycles, which are eliciting a growing interest in medicinal chemistry. Whilst several synthetically useful enantioselective conjugate addition reactions have been reported, the catalytic enantioselective reduction of the carbonyl group of simple cyclobutenones remains an elusive transformation. Herein, we disclose the discovery of a novel allylic reduction‐asymmetric transfer hydrogenation cascade, catalyzed by a Noyori‐Ikariya ruthenium complex, from readily available gem ‐dichlorocyclobutenones, leading to 2‐chlorocyclobutenols with high optical purities, which can be engaged in postfunctionalization reactions enabling access to substituted four‐membered rings.
Related Topics
Concepts
Chemistry
Ruthenium
Transfer hydrogenation
Allylic rearrangement
Cascade
Catalysis
Reduction (mathematics)
Photochemistry
Noyori asymmetric hydrogenation
Combinatorial chemistry
Organic chemistry
Medicinal chemistry
Mathematics
Chromatography
Geometry
Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1002/adsc.202401406
- OA Status
- green
- Cited By
- 2
- References
- 71
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4404772504
All OpenAlex metadata
Raw OpenAlex JSON
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https://openalex.org/W4404772504Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1002/adsc.202401406Digital Object Identifier
- Title
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From gem‐Dichlorocyclobutenones to Cyclobutenols: Unveiling a Ruthenium‐Catalyzed Allylic Reduction‐Asymmetric Transfer Hydrogenation CascadeWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2024Year of publication
- Publication date
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2024-11-27Full publication date if available
- Authors
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Christophe Meyer, Olivier Charron, Marharyta Kosiuha, Virginie Ratovelomanana-Vidal, Phannarath Phansavath, Geoffrey GontardList of authors in order
- Landing page
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https://doi.org/10.1002/adsc.202401406Publisher landing page
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YesWhether a free full text is available
- OA status
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greenOpen access status per OpenAlex
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https://cnrs.hal.science/hal-05311471Direct OA link when available
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Chemistry, Ruthenium, Transfer hydrogenation, Allylic rearrangement, Cascade, Catalysis, Reduction (mathematics), Photochemistry, Noyori asymmetric hydrogenation, Combinatorial chemistry, Organic chemistry, Medicinal chemistry, Mathematics, Chromatography, GeometryTop concepts (fields/topics) attached by OpenAlex
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2Total citation count in OpenAlex
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2025: 2Per-year citation counts (last 5 years)
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10Other works algorithmically related by OpenAlex
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| primary_location.raw_source_name | Advanced Synthesis & Catalysis |
| primary_location.landing_page_url | https://doi.org/10.1002/adsc.202401406 |
| publication_date | 2024-11-27 |
| publication_year | 2024 |
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