Copper-Catalyzed Enantioselective Radical Esterification of Propargylic C-H Bonds

被引:4
|
作者
Xi, Jiajia [1 ,2 ,4 ]
Zhu, Xiaotao [2 ]
Bao, Hongli [1 ,2 ,3 ,4 ]
机构
[1] Fujian Normal Univ, Coll Chem & Mat Sci, Fuzhou 350108, Fujian, Peoples R China
[2] Fujian Inst Res Struct Matter, Ctr Excellence Mol Synth, Key Lab Coal Ethylene Glycol & Its Related Techno, Fuzhou 350002, Fujian, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[4] Univ Chinese Acad Sci, Fujian Coll, Fuzhou 350002, Fujian, Peoples R China
来源
SYNTHESIS-STUTTGART | 2024年 / 56卷 / 09期
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
enantioselective esterification; propargylic; Kharasch-Sosnovsky oxidation; copper catalysis; radical; ASYMMETRIC ALLYLIC OXIDATION; ALKENES; FUNCTIONALIZATION; ALKYLARENES; COMPLEXES; ARYLATION; OLEFINS; ACCESS;
D O I
10.1055/a-2240-5349
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper-catalyzed enantioselective radical esterification of propargylic C-H bonds with tert-butyl peroxybenzoate (TBPB) as an oxidizing agent and an oxygenated nucleophile is reported. This variant of the Kharasch-Sosnovsky oxidation allows for the asymmetric esterification of open-chain carbon radicals without excessive amounts of alkyne substrates under mild reaction conditions, achieving a one-step conversion of simple alkynes into chiral propargylic esters. © 2024. Thieme. All rights reserved.
引用
收藏
页码:1476 / 1484
页数:9
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