Copper‐Catalyzed Remote Enantioselective Sulfonylation of Yne‐Allylic Esters with Sodium Sulfinates

Author:

Li Meng‐Die1,Wang Zi‐Han1,Zhu Hui1,Wang Xin‐Ru1,Wang Jia‐Run1,Lin Tao‐Yan1ORCID

Affiliation:

1. Key Laboratory of Green and Precise Synthetic Chemistry and Applications Ministry of Education School of Chemistry and Materials Science Huaibei Normal University Huaibei Anhui 235000 P. R. China

Abstract

AbstractImpressive progress has been made in the copper‐catalyzed asymmetric propargylic substitution (APS) reaction, but its use in remote asymmetric yne‐allylic substitution remains a challenging topic. Herein, we report the first remote enantioselective copper‐catalyzed sulfonylation of yne‐allylic esters with sodium sulfinates. The reaction is assumed to occur via a copper‐vinylvinylidene species as the key reactive intermediate. The use of readily available starting materials, the mild reaction conditions, and the excellent regio‐, enantio‐ and stereoselectivity, as well as broad substrate scope (>70 examples), show the practicality and attractiveness of this method.

Publisher

Wiley

Subject

General Medicine

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