Chiral amine catalyzed enantio- and diastereoselective Michael reaction in brine

被引：13
|
作者：
Singh, Sarbjit [1 ]
Chimni, Swapandeep Singh [1 ]
机构：
[1] Guru Nanak Dev Univ, Dept Chem, UGC Ctr Adv Studies Chem, Amritsar 143005, Punjab, India
来源：
TETRAHEDRON-ASYMMETRY | 2012年 / 23卷 / 14期
关键词：
ENANTIOSELECTIVE CONJUGATE ADDITION; ASYMMETRIC-SYNTHESIS; BETA-NITROSTYRENES; ALDOL REACTIONS; VINYL SULFONES; IONIC LIQUID; KETONES; NITROOLEFINS; ALDEHYDES; NITROALKENES;
D O I：
10.1016/j.tetasy.2012.06.026
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Simple pyrrolidine-based chiral amines were synthesized and used for the Michael addition of different ketones to a variety of nitro-olefins in brine. The effect of different surfactants and acids on the yields and stereochemical outcome of the Michael adducts was studied in detail. Chiral amine 1g was found to catalyze the formation of Michael adducts with high enantioselectivity (up to >99%), diastereoselectivity [up to 98:2 (syn:anti)] and yield (up to 94%). (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1068 / 1079
页数：12
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