Catalytic Asymmetric Synthesis of α-Alkenyl Quaternary Amino Acid Esters

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Authors: Chao-Xing Li, Wei Wen, Ya Wu, Zhu‐Lian Wu, Tian Cai, Yanmin Huang, Yong Li, Qi‐Xiang Guo
Cited by: 2
References: 55

Abstract

Although chiral α-alkenyl quaternary amino acid derivatives have been extensively utilized in organic synthesis, the catalytic asymmetric synthesis of such compounds remains elusive. In this report, we present a highly efficient method for the direct introduction of an alkenyl group at the α carbon of an NH 2 -unprotected amino acid ester through a three-component reaction involving readily available aryl (alkenyl) bromide and allyl acetate, facilitated by chiral aldehyde/palladium co-catalysis. A diverse array of α-alkenyl quaternary amino acid esters featuring unconjugated π systems are generated in commendable yields and excellent enantioselectivities, and some of them are used for the synthesis of valuable building blocks.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Catalytic Cross-Coupling Reactions Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
7
Pages
2361–2367
Publication date
12 February 2026
Language
EN