Intramolecular [3+2]-cycloaddition reaction of push-pull dipoles across heteroaromatic π-systems

被引：43

作者：

Mejía-Oneto, JM ^{[1
]}

Padwa, A ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 19期

关键词：

D O I：

10.1021/ol048915w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Push-pull dipoles generated from the Rh(II)-catalyzed reaction of diazo imides containing tethered heteroaromatic rings undergo successful [3 + 2]-cycloaddition across the 2,3-pi-bond to provide novel pentacyclic compounds in good to excellent yields in a stereocontrolled fashion. The facility of the cycloaddition is critically dependent on conformational factors in the transition state.

引用

页码：3241 / 3244

页数：4

共 31 条

[1] Reactions of 1-tosyl-3-substituted indoles with conjugated dienes under thermal and/or high-pressure conditions [J].