Work

Dynamic Kinetic Resolution of β-Cyano α-Ketoesters via Asymmetric Transfer Hydrogenation

Year: 2024

Type: article

Abstract: 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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c02844

Authors: Ruiyu Hu, Fangyuan Wang, Fan Pan, Virginie Ratovelomanana-Vidal, Gen-Qiang Chen, Xiuxiu Li, Xumu Zhang

Institutions: Southern University of Science and Technology, Centre National de la Recherche Scientifique, Chimie ParisTech - PSL, Université Paris Sciences et Lettres, Institute of Chemistry for Life and Health Sciences

Language: English

Topic: Asymmetric Hydrogenation and Catalysis

Subfield: Inorganic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

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

Awards: G1617105064, G2805647916, G2934752159, G6066978315, G6371000493, G6769077144, G6969393177, G8528600661

OpenAlex ID: W4401876217

FWCI: 0.739

Cites: 48

Cited by: 7

Related to: 10