Organocatalytic Asymmetric C?S Bond Formation: Synthesis of a-Methylene-ß-mercapto Esters with Simple Alkyl Thiols

被引：28

作者：

Lin, Aijun ^{[1
]}

Mao, Haibin ^{[1
]}

Zhu, Xi ^{[1
]}

Ge, Huiming ^{[2
]}

Tan, Renxiang ^{[2
]}

Zhu, Chengjian ^{[1
]}

Cheng, Yixiang ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China

[2] Nanjing Univ, Sch Med, State Key Lab Pharmaceut Biotechnol, Nanjing 210093, Jiangsu, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 18期

基金：

中国国家自然科学基金;

关键词：

alkyl thiols; enantioselectivity; Morita-Baylis-Hillman (MBH) carbonates; organocatalysis; BAYLIS-HILLMAN CARBONATES; ENANTIOSELECTIVE CONJUGATE ADDITION; HETERO-QUATERNARY STEREOCENTERS; MICHAEL-ALDOL REACTIONS; ALLYLIC ALKYLATION; ALPHA; BETA-UNSATURATED ALDEHYDES; SALINOSPORAMIDE-A; GAMMA-BUTENOLIDES; DOMINO REACTIONS; AMINO THIOL;

D O I：

10.1002/adsc.201100522

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A highly efficient organocatalytic enantioselective C-S bond formation reaction between simple alkyl thiols and Morita-Baylis-Hillman (MBH) carbonates is described. The optically active a-methylene beta-mercapto esters could be obtained under mild reaction conditions with excellent enantioselectivities (up to 97% ee). The broad scope and simple operation make this methodology very practical.

引用

页码：3301 / 3306

页数：6

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