Advances on asymmetric organocatalytic 1,4-conjugate addition reactions in aqueous and semi-aqueous media

被引:38
|
作者
Mondal, Anirban [1 ]
Bhowmick, Sudipto [1 ]
Ghosh, Ayndrila [1 ]
Chanda, Tanmoy [1 ]
Bhowmick, Kartick C. [1 ]
机构
[1] Visva Bharati Cent Univ, Div Organ Synth, Dept Chem, Bolpur 731235, W Bengal, India
关键词
ENANTIOSELECTIVE MICHAEL ADDITION; LIQUID-SUPPORTED ORGANOCATALYST; COMPATIBLE IMINIUM ACTIVATION; PRIMARY AMINE-THIOUREAS; HIGHLY EFFICIENT; CONJUGATE ADDITION; ALPHA; BETA-UNSATURATED ALDEHYDES; ALPHA-DISUBSTITUTED ALDEHYDES; BIFUNCTIONAL ORGANOCATALYSTS; CYCLIC-KETONES;
D O I
10.1016/j.tetasy.2017.05.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Asymmetric Michael addition reactions or 1,4-conjugate addition reactions are considered to be the fundamental C-C bond-forming reaction for the construction of chiral beta-nitro, beta-carbonyl and several other important structural motifs in organic synthesis. After the development of many chiral metal complexes as catalysts, a tremendous growth in the design and applications of variety of new chiral organocatalysts for asymmetric 1,4-conjugate addition reactions has been witnessed over the last two decades. Initially, asymmetric organocatalysis has been performed in organic solvents, but gradually performing the same catalysis in aqueous and semi-aqueous media became a necessity due to environmental aspects as well as to achieve better reactivity and selectivity. The structural and functional diversity of the chiral organocatalysts derived from natural and synthetic sources utilized differently the water either as the sole solvent, co-solvent or additive for optimising their best performances. In the present review, we discuss a detailed and comprehensive report on the advancement in the, field of asymmetric organocatalytic 1,4-conjugate addition reactions in aqueous and semi-aqueous media. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:849 / 875
页数:27
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