Chiral primary amine mediated conjugate addition of branched aldehydes to vinyl sulfone: asymmetric generation of quaternary carbon centers

被引：84
|
作者：
Zhu, Qiang [1 ,2 ]
Lu, Yixin [1 ,2 ]
机构：
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[2] Natl Univ Singapore, Med Chem Program, Inst Life Sci, Singapore 117543, Singapore
来源：
CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 13期
关键词：
ORGANOCATALYTIC MICHAEL ADDITION; SELECTIVE MANNICH REACTIONS; DIRECT ALDOL REACTION; ALPHA; ALPHA-DISUBSTITUTED ALDEHYDES; ENANTIOSELECTIVE ORGANOCATALYSIS; THIOUREA CATALYST; CONSTRUCTION; KETONES; STEREOCENTERS; DERIVATIVES;
D O I：
10.1039/b919549a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Novel L-threonine-derived bifunctional organic catalysts containing primary amine and sulfonamide groups were utilized to promote asymmetric conjugate addition of alpha,alpha-disubstitued aldehydes to 1,1-bis(benzenesulfonyl)ethylene. The adducts with quaternary stereogenic centers adjacent to an aldehyde group were obtained in high yield and with good enantioselectivity.
引用
收藏
页码：2235 / 2237
页数：3
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