Enantioselective synthesis of (-)-chloramphenicol via silver-catalysed asymmetric isocyanoacetate aldol reaction

被引：40
作者：
Franchino, Allegra [1 ]
Jakubec, Pavol [1 ]
Dixon, Darren J. [1 ]
机构：
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 01期
基金：
英国工程与自然科学研究理事会;
关键词：
STEREOSELECTIVE-SYNTHESIS; CHLORAMPHENICOL; (+)-THIAMPHENICOL;
D O I：
10.1039/c5ob02141c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The highly enantio-and diastereoselective aldol reaction of isocyanoacetates catalysed by Ag2O and cinchona-derived amino phosphines applied to the synthesis of (-)- and (+)-chloramphenicol is described. The concise synthesis showcases the utility of this catalytic asymmetric methodology for the preparation of bioactive compounds possessing alpha-amino-beta-hydroxy motifs.
引用
收藏
页码：93 / 96
页数：4
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