Domino Multicomponent Michael-Michael-Aldol Reactions under Phase-Transfer Catalysis: Diastereoselective Synthesis of Pentasubstituted Cyclohexanes

被引:14
|
作者
Resende, Diana I. S. P. [1 ]
Oliva, Cristina G. [1 ]
Silva, Artur M. S. [1 ]
Almeida Paz, Filipe A. [2 ]
Cavaleiro, Jose A. S. [1 ]
机构
[1] Univ Aveiro, QOPNA, Dept Quim, P-3810193 Aveiro, Portugal
[2] Univ Aveiro, CICECO, Dept Quim, P-3810193 Aveiro, Portugal
关键词
domino reaction; multicomponent reaction; phase-transfer catalysis; diastereoselectivity; HIGHLY STEREOSELECTIVE-SYNTHESIS; CASCADE REACTIONS; 4; STEREOCENTERS; ALPHA; BETA-UNSATURATED ALDEHYDES; ASYMMETRIC-SYNTHESIS;
D O I
10.1055/s-0029-1218523
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, efficient, and environmental friendly domino multicomponent reaction to construct new cyclohexane derivatives with five new stereocenters, one of them quaternary, under phase-transfer catalysis is reported. This novel one-pot reaction allows the transformation of very simple starting materials into pentasubstituted cyclohexane derivatives bearing hydroxy, nitro, and ketone moieties and involving the formation of three new C-C bonds. All compounds have been formed in a completely diastereoselective way and have been isolated in high yields.
引用
收藏
页码:115 / 118
页数:4
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