Enantioselective Henry reaction catalyzed with copper(II)-iminopyridine complexes

被引:98
作者
Blay, Gonzalo [1 ]
Climent, Estela [1 ]
Fernandez, Isabel [1 ]
Hernandez-Olmos, Victor [1 ]
Pedro, Jose R. [1 ]
机构
[1] Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Valencia, Spain
关键词
D O I
10.1016/j.tetasy.2007.06.023
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Copper complexes of chiral iminopyridines prepared from camphane-derived ketones and picolylamine catalyzed the enantio-selective Henry (nitroaldol) reaction between nitromethane and a number of aromatic and aliphatic aldehydes with high yields and good enantioselectivities. Iminopyridines derived from (1R)-(+)-camphor and (1S)-(+)-ketopinic acid gave the best results to afford the opposite enantiomers in each case, despite the fact they have the same stereochemical pattern at the camphane skeleton. The reactions were carried out without air or moisture exclusion. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1603 / 1612
页数:10
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