A facile Zn-mediated stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes from Baylis-Hillman adducts in water and its application

被引:20
作者
Das, Biswanath [1 ]
Chowdhury, Nikhil [1 ]
Banerjee, Joydeep [1 ]
Majhi, Anjoy [1 ]
Mahender, Gurram [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1246/cl.2006.358
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and efficient stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes has been accomplished by treatment of the acetyl derivatives of the Baylis-Hillman adducts with Zn in saturated aq. NH4Cl solution under reflux. The method has been utilized for the preparation of the two chiral insect pheromones, dominicalure-I and dominicalure-II, of the lesser grain borer Rhyzopertha dominica (F).
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页码:358 / 359
页数:2
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