Anomalous behaviour of Rh(II)-generated carbonyl ylides: entry into functionalized spiro dioxa-bridged polycyclic frameworks

被引：18

作者：

Muthusamy, S ^{[1
]}

Babu, SA ^{[1
]}

Gunanathan, C ^{[1
]}

机构：

[1] Cent Salt & Marine Chem Res Inst, Silicates & Catalysis Discipline, Bhavnagar 364002, Gujarat, India

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 21期

关键词：

carbonyl ylides; chemoselectivity; cycloaddition; diazo carbonyl compounds; polycycles; rhodium acetate; spiro compounds;

D O I：

10.1016/S0040-4039(02)00626-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of symmetrical alpha,beta-unsaturated ketone systems having multiple pi-bonds were synthesized. To generate five-membered-ring carbonyl ylides as intermediates. the rhodium(II)-catalyzed reactions of alpha-diazo ketones were carried out and the carbonyl ylides reacted with the pi-bonded alpha,beta-unsaturated ketone systems. Functionalized spiro dioxa-bridged polycyclic ring systems were produced with high regio- and chemoselectivity in good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3931 / 3934

页数：4

共 41 条

[1]

Albar HA, 1997, HETEROCYCLES, V45, P1289

[2] A CONVERGENT APPROACH TOWARD THE TIGLIANE RING-SYSTEM [J].