Regioselective ring-closing metathesis on terpenoid acrylates and acrylamides

被引：16

作者：

Du, YM ^{[1
]}

Wiemer, DF ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(01)01179-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of acrylate esters was prepared by treatment of representative terpenoid aldehydes with allyl or vinyl magnesium bromide followed by reaction with acryloyl chloride. In all cases, ring-closing metathesis (RCM) resulted in regioselective formation of unsaturated lactones through metathesis of the acrylate and terminal olefins. After condensation of farnesal with a primary amine, a parallel series of reactions led to Formation of the corresponding lactam. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6069 / 6072

页数：4