Reversal of the Regiochemistry in the Rhodium-Catalyzed [4+3] Cycloaddition between Vinyldiazoacetates and Dienes

被引：50

作者：

Guzman, Pablo E. ^{[1
]}

Lian, Yajing ^{[1
]}

Davies, Huw M. L. ^{[1
]}

机构：

[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 48期

基金：

美国国家卫生研究院;

关键词：

carbenoids; cycloaddition; diazo compounds; rhodium; synthetic methods; VINYLOGOUS REACTIVITY; ENOL DIAZOACETATES; FORMAL SYNTHESIS; NITRONES; REARRANGEMENT; CONSTRUCTION; PYRROLES; DESIGN;

D O I：

10.1002/anie.201406440

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A regio-, diastereo-, and enantioselective [4+3] cycloaddition between vinylcarbenes and dienes has been achieved using the dirhodium tetracarboxylate catalyst [Rh-2(S-BTPCP)(4)]. This methodology provides facile access to 1,4-cycloheptadienes that are regioisomers of those formed from the tandem cyclopropanation/Cope rearrangement reaction of vinylcarbenes with dienes.

引用

页码：13083 / 13087

页数：5

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