Dynamic kinetic asymmetric allylic amination and acyl migration of vinyl Aziridines with imido carboxylates

被引：81

作者：

Trost, Barry M. ^{[1
]}

Tandrick, Daniel R. ^{[1
]}

Brodmann, Tobias ^{[1
]}

Stiles, Dylan T. ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 32期

关键词：

asymmetric catalysis; balanol; homogeneous catalysis; palladium; vinyl aziriclines; PROTEIN-KINASE-C; HEXAHYDROAZEPINE SEGMENT; ALKYLATIONS; BALANOL; CORE; RING; HYDROBORATION; ISOCYANATES; INHIBITOR;

D O I：

10.1002/anie.200700835

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) An atom-economical method has been developed for the preparation of chiral vicinal diamines through a dynamic kinetic asymmetric allylic amination and acyl-group migration of vinyl aziridines with imido carboxylates. Application of the asymmetric transformation enabled the concise synthesis of the azepane core 1 of (+)-balanol and its syn analogue. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6123 / 6125

页数：3