Intramolecular 4+3 cycloadditions.: A cyclohexenyl cation, its halogenated congener and a quasi-Favorskii rearrangement

被引：18

作者：

Harmata, M ^{[1
]}

Bohnert, G ^{[1
]}

Kürti, L ^{[1
]}

Barnes, CL ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem, Columbia, MO 65211 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 13期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(02)00264-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of alkoxycyclohexenols bearing a tethered diene substituent with a Lewis acid results in intramolecular 4+3 cycloaddition with complete endo selectivity. A cycloadduct bearing a bromo substituent at a bridgehead position undergoes a quasi-Favorskii rearrangement in near quantitative yield upon reaction with lithium aluminum hydride. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：2347 / 2349

页数：3

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