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

被引：49
|
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
收藏
页码：13083 / 13087
页数：5
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