A catalytic enantioselective imino-reformatsky reaction

被引:48
作者
Cozzi, Pier Giorgio [1 ]
机构
[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
dimethylzinc; enantioselective; ephedrine; ethyl iodoacetate; Reformatsky reaction;
D O I
10.1002/adsc.200606178
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The admission of air in the reaction mixture of imine, ethyl iodoacetate and dimethylzinc, in the presence of 20-30 mol % of inexpensive and commercially available N-methylephedrine as the chiral ligand, promoted the Reformatsky reaction, without the need for other metals or catalysts. Excellent yields (up to 92 %) and enantioselectivities (83-94 %) were obtained for the tested substrates. The reaction shows a broad scope, and all the imines are prepared in situ, using Me2Zn as the dehydrating agent.
引用
收藏
页码:2075 / 2079
页数:5
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