Application of L-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes

被引：15
|
作者：
Naziroglu, Hayriye Nevin [2 ]
Durmaz, Mustafa [1 ]
Bozkurt, Selahattin [1 ]
Demir, Ayhan Sitki [3 ]
Sirit, Abdulkadir [1 ]
机构：
[1] Konya Univ, Dept Chem, TR-42099 Meram, Konya, Turkey
[2] Karamanoglu Mehmetbey Univ, Dept Chem, TR-70100 Karaman, Turkey
[3] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey
来源：
TETRAHEDRON-ASYMMETRY | 2012年 / 23卷 / 02期
关键词：
ENANTIOSELECTIVE CONJUGATE ADDITION; AMINE-THIOUREA CATALYST; CHIRAL IONIC LIQUIDS; BETA-NITROSTYRENES; SILYL ETHER; NITRO-OLEFINS; ALPHA; ALPHA-DISUBSTITUTED ALDEHYDES; BIFUNCTIONAL ORGANOCATALYST; RECYCLABLE ORGANOCATALYSTS; PYRROLIDINE-THIOUREA;
D O I：
10.1016/j.tetasy.2012.01.008
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The asymmetric Michael addition of aldehydes to nitroolefins was investigated using a combination of L-prolinamide derivatives and various acidic additives. (S)-1,1'-Bi-2-naphthol was found to be the most effective co-catalyst and afforded the nitroaldehyde products with excellent yields (up to 95%), enantiomeric excesses (up to 99%) and diastereoselectivity ratios (up to 99:1). (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：164 / 169
页数：6
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