Synthesis of (S)-(+)-sotalol and (R)-(-)-isoproterenol via a catalytic enantioselective Henry reaction

被引:47
作者
Blay, Gonzalo [1 ]
Hernandez-Olmos, Victor [1 ]
Pedro, Jose R. [1 ]
机构
[1] Univ Valencia, Dept Quim Organ, Fac Quim, E-46100 Burjassot, Spain
关键词
PERFORMANCE LIQUID-CHROMATOGRAPHY; INDUCED MYOCARDIAL INJURY; BETA-ADRENERGIC BLOCKERS; D-SOTALOL; COPPER(II)-IMINOPYRIDINE COMPLEXES; ASYMMETRIC-SYNTHESIS; RESOLUTION; ISOPROTERENOL; DRUGS; DERIVATIZATION;
D O I
10.1016/j.tetasy.2010.02.027
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A unified approach for the synthesis of (S)-(+)-sotalol and (R)-(-)-isoproterenol has been developed. The enantioselective Henry reaction of the appropriate aldehyde in the presence of a camphor-derived amino pyridine-Cu(II) complex was the key step of the synthesis. The reduction of the nitro group to give the corresponding amino alcohols followed by reductive alkylation of the amine provided the target products with high enantiomeric excesses. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:578 / 581
页数:4
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