Regio- and diastereoselective rearrangement of cyclopentane-1,3-diyl radical cations generated by electron transfer

被引：15

作者：

Adam, W ^{[1
]}

Heidenfelder, T ^{[1
]}

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

来源：

CHEMICAL SOCIETY REVIEWS | 1999年 / 28卷 / 06期

关键词：

D O I：

10.1039/a903931g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cyclopentane-1,3-diyl radical cations are readily available from azoalkanes or bicyclo[2.2.0]pentanes (housanes) by electron transfer. These short-lived intermediates may stabilize by numerous chemical processes, predominantly by 1,2-migration to form the corresponding cyclopentene derivatives after back electron transfer. This review focuses on the regio- and diastereoselectivities in the rearrangement of the strained cyclopentane-1,3-diyl radical cations and explores the mechanism of this novel 1,2-migration. This highly selective transformation offers attractive opportunities for the convenient and efficient synthesis of complex polycyclic structures.

引用

页码：359 / 365

页数：7

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