Dynamic Kinetic Resolution of β-Cyano α-Ketoesters via Asymmetric Transfer Hydrogenation
An efficient rhodium-catalyzed asymmetric transfer hydrogenation of β-cyano α-ketoesters via dynamic kinetic resolution has been developed. Despite the challenge posed by multiple functional groups, the reaction proceeded smoothly under mild conditions, generating versatile synthons with two adjacent stereocenters in high yields with excellent enantio- and diastereoselectivities. Furthermore, the power of this strategy is highlighted by the scale-up reaction and the follow-up synthesis of cytoxazone and paclitaxel intermediates.
Authors
- Gen‐Qiang Chen (ORCID: https://orcid.org/0000-0003-2276-6800)
- Xiuxiu Li (ORCID: https://orcid.org/0000-0002-2733-9843)
- Xumu Zhang (ORCID: https://orcid.org/0000-0001-5700-0608)
- Ruiyu Hu
- Fangyuan Wang (ORCID: https://orcid.org/0009-0000-2583-5862)
- Virginie Ratovelomanana‐Vidal (ORCID: https://orcid.org/0000-0003-1167-1195)
- Fan Pan
Institutions
- Centre National de la Recherche Scientifique (FR)
- Chimie ParisTech - PSL (FR)
- Université Paris Sciences et Lettres (FR)
- Southern University of Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-08-26
- DOI
- https://doi.org/10.1021/acs.orglett.4c02844
- Citations
- 6
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.95
Funders
- National Natural Science Foundation of China
- Science, Technology and Innovation Commission of Shenzhen Municipality
- Southern University of Science and Technology
- Shenzhen Municipal Science and Technology Innovation Council
- National Key Research and Development Program of China
- Basic and Applied Basic Research Foundation of Guangdong Province