Chiral Sulfoxides as neutral coordinate-organocatalysts in asymmetric allylation of N-acylhydrazones using allyltrichlorosilanes

被引：181

作者：

Kobayashi, S ^{[1
]}

Ogawa, C ^{[1
]}

Konishi, H ^{[1
]}

Sugiura, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 22期

关键词：

HIGHLY STEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE ADDITION; IMINES; ALDEHYDES; AMINES; BENZOYLHYDRAZONES; CHEMISTRY; CATALYSTS; COMPLEXES; LIGANDS;

D O I：

10.1021/ja035061m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Sulfoxides were first introduced to the allylation of N-acylhydrazones with allyltrichlorosilanes as effective neutral coordinate-organocatalysts (NCOs). Both high diastereo- and enantioselectivity were attained when optically active chiral sulfoxides were used. Asymmetric crotylations using (Z)- and (E)-crotyltrichlorosilanes showed a high level of stereospecificity (Z → anti and E → syn) with high enantioselectivity. Copyright © 2003 American Chemical Society.

引用

页码：6610 / 6611

页数：2

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