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.
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收藏
页码：9983 / 9989
页数：7
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