Simple access to 2-methylalk-2-enoates and insect pheromones by zinc-promoted reduction of Baylis-Hillman-derived allylic bromides

被引：43

作者：

Fernandes, L ^{[1
]}

Bortoluzzi, AJ ^{[1
]}

Sá, MM ^{[1
]}

机构：

[1] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

来源：

TETRAHEDRON | 2004年 / 60卷 / 44期

关键词：

insect pheromones; Baylis-Hillman; trisubstituted oletins; 2-methylalkenoates; reduction;

D O I：

10.1016/j.tet.2004.08.018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(E)-2-Methylacrylates are prepared in good yield and high stereoselectivity by zinc-promoted reduction of 2-(bromomethyl) alkenoates derived from Baylis-Hillman adducts. Synthesis of the male ant pheromone (E)-2,4-dimethyl-2-hexenoic acid was performed using this simple methodology. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：9983 / 9989

页数：7

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