On the Diels-Alder reactions and the Lewis acid induced rearrangements of 6-fumaryl 1,3,8-nonatrienes

被引:13
作者
Clarke, PA
Davie, RL
Peace, S
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[2] GlaxoSmithKline R&D, Stevenage SG1 2NY, Herts, England
关键词
D O I
10.1016/S0040-4039(02)00377-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
6-Fumaryl 1.3.8-nonatrienes substituted at the C5 position by a vinyl group were found to undergo competing tandem sigmatropic rearrangement/Diels-Alder cyclisation when heated under standard Diels-Alder cyclisation conditions. This rearrangement became the exclusive pathway when the reactions were performed in the presence of a Lewis acid. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2753 / 2756
页数:4
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