Organic reactions in water:: An efficient zinc-mediated stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes using unactivated alkyl halides

被引:57
作者
Das, B [1 ]
Banerjee, J [1 ]
Mahender, G [1 ]
Majhi, A [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1021/ol048721g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of the acetyl derivatives of the Baylis-Hillman adducts 3-hydroxy-2-methylene-alkanoates and 3-hydroxy-2-methylene-alkanenitriles with unactivated alkyl halides in the presence of Zn in saturated aqueous NH4Cl solution at room temperature afforded (2E)-2-substituted-alk-2-enoates in the first case and (2Z)-2-substituted-alk-2-enenitriles with high (Z)-selectivity in the second case.
引用
收藏
页码:3349 / 3352
页数:4
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