The first generation and trapping of a five-membered ring allene:: 2-dehydro-3a,4,5,6,6a-pentahydropentalene

被引：31

作者：

Algi, F ^{[1
]}

Özen, R ^{[1
]}

Balci, M ^{[1
]}

机构：

[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 17期

关键词：

cyclic allenes; carbenes and carbenoids; Diels-Alder reactions;

D O I：

10.1016/S0040-4039(02)00501-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Bromo-3-fluorotricyclo[3.3.0.0(2,4)]octane (8) was prepared by addition of bromofluorocarbene to bicyclo[3.2.0]hept-6-ene (5). Treatment of a solution of 8 in ether with MeLi in the presence of furan afforded the trapping product 11. The formation of the trapping product is consistent with the first generation of a five-membered ring allene, namely, 2-dehydro-3a,4,5,6,6a-penta-hydropentalene (4), a reactive intermediate. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3129 / 3131

页数：3

共 23 条

[1] SMALL-RING CYCLIC CUMULENES - THEORETICAL-STUDIES OF THE STRUCTURE AND BARRIER TO INVERSION IN CYCLIC ALLENES [J].