Asymmetric conjugate addition of nitroalkanes to enones with a chiral α-aminophosphonate catalyst

被引:45
|
作者
Malmgren, Marcus [1 ]
Granander, Johan [1 ]
Amedjkouh, Mohamed [1 ]
机构
[1] Univ Gothenburg, Dept Chem, SE-41296 Gothenburg, Sweden
基金
瑞典研究理事会;
关键词
D O I
10.1016/j.tetasy.2008.07.007
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral diethyl (2R)-tetrahydropyrro-2-ylphosphonate is an effective catalyst for the Michael addition of nitroalkanes to alpha,beta-unsaturated ketones. This Study revealed that the hydrate salt of this alpha-aminophosphonate was found to be a better catalytic species. Moderate to high enantioselectivities were achieved in reactions that tolerate various nitroalkanes and enones in the presence of low loading of both catalyst ( 10 mol %) and bulk base (25 mol %). (C) 2008 Published by Elsevier Ltd.
引用
收藏
页码:1934 / 1940
页数:7
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