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

页码：164 / 169

页数：6

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