ASYMMETRIC SYNTHESIS OF 4-SUBSTITUTED 2,6-DIOXOPIPERIDINE-3-CARBONITRILE BY USING THIOUREA-CATALYZED ASYMMETRIC MICHAEL ADDITION

被引：9

作者：

Inokuma, Tsubasa ^{[1
]}

Nagamoto, Yuuki ^{[1
]}

Sakamoto, Shota ^{[1
]}

Miyabe, Hideto ^{[1
]}

Takasu, Kiyosei ^{[1
]}

Takemoto, Yoshiji ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

HETEROCYCLES | 2009年 / 79卷

关键词：

Michael Reaction; Asymmetric Organocatalysis; Hydrogen Bond; Bifunctional Thiourea; Piperidine; ENANTIOSELECTIVE CONJUGATE ADDITION; ORGANOCATALYST; CHALCONES; MALONONITRILE;

D O I：

10.3987/COM-08-S(D)18

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective Michael addition of several alpha,beta-unsaturated carbonyl compounds with malononitrile catalyzed by a bifunctional thiourea is described. We also demonstrate the transformation of Michael adduct into an enantiomerically enriched functionalized piperidine.

引用

页码：573 / 582

页数：10