Synthesis of fused bicyclic rings by tandem radical ring expansion/cyclization: Evaluating competing intramolecular reactions

被引：25

作者：

Wang, CX ^{[1
]}

Gu, X ^{[1
]}

Yu, MS ^{[1
]}

Curran, DP ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

TETRAHEDRON | 1998年 / 54卷 / 29期

关键词：

D O I：

10.1016/S0040-4020(98)00467-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One- and three-carbon "Dowd-Beckwith" ring expansions of cyclopentanones and cyclohexanones are generally successful, but tandem expansion/cyclization reactions can be compromised by competing processes. An evaluation of the competition between ring expansion, 1,5-hydrogen transfer, and 6-exo cyclization provides information on;how to design successful tandem expansion cyclization sequences. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：8355 / 8370

页数：16

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