Copper-Catalyzed Remote Asymmetric Yne-allylic Substitution of Yne-Allylic Esters with β-Keto Esters for Accessing All-Carbon Quaternary Stereocenters

Abstract

All-carbon quaternary stereogenic center is a valuable structural motif, which is widely present in natural products and pharmaceutical candidates. Therefore, the development of straightforward and efficient methods for the synthesis of all-carbon quaternary stereogenic center is of great significance. Herein, we report a copper-catalyzed remote asymmetric yne-allylic substitution to construct adjacent chiral centers bearing an all-carbon quaternary stereocenter. The use of readily available starting materials, the mild reaction conditions, high yields, excellent enantioselectivities, and a broad substrate scope, underscore its practicality and synthetic utility of this method.

Keywords

Copper / Remote / Yne-allylic substitution / β-Keto esters / Yne-allylic ester / Asymmetric / All-carbon quaternary centers

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