Acid-Catalyzed Highly Enantioselective Synthesis of α-Amino Acid Derivatives from Sulfinamides and Alkynes

被引:3
|
作者
Liu, Herui [1 ]
Sun, Guangwu [1 ]
Zhang, Yuchao [2 ]
Li, Yongxi [1 ]
Dong, Baobiao [1 ]
Gao, Bing [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
[2] Univ Chinese Acad Sci, Inst Basic Med, Canc IBMC Canc Hosp, Hangzhou 310022, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
ASYMMETRIC HYDROGENATION; YNAMIDES;
D O I
10.1021/acs.orglett.3c04158
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective difunctionalization of activated alkynes using chiral sulfinamide reagents is developed. It is an atom and chirality transfer process that allows for the modular synthesis of optically active alpha-amino acid derivatives under mild conditions. The reaction proceeds through an acid-catalyzed [2,3]-sigmatropic rearrangement mechanism with predictable stereochemistry and a broad scope.
引用
收藏
页码:1601 / 1606
页数:6
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