2-Arylpropionyl chlorides in kinetic resolution of racemic 3-methyl-2,3-dihydro-4H-[1,4]benzoxazines

被引：16
作者：
Chulakov, E. N. [1 ]
Gruzdev, D. A. [1 ]
Levit, G. L. [1 ]
Sadretdinova, L. Sh [1 ]
Krasnov, V. P. [1 ]
Charushin, V. N. [1 ]
机构：
[1] Russian Acad Sci, I Ya Postovsky Inst Organ Synth, Ural Branch, Ekaterinburg 620041, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2011年 / 60卷 / 05期
基金：
俄罗斯基础研究基金会;
关键词：
kinetic resolution; 2-arylpropionic acids; acyl chlorides; acylation; 3-methyl-2,3-dihydro-4H-[1,4]benzoxazine; naproxen; ibuprofen; carboxamides; amines; enantiomers; diastereoselectivity; NONENZYMATIC ACYLATION CATALYST; SECONDARY ALKYL AMINES; HETEROCYCLIC AMINES; CARBOXYLIC-ACIDS; AGENT; (+/-)-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE; (+/-)-2-METHYLINDOLINE; ESTERS;
D O I：
10.1007/s11172-011-0149-0
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Kinetic resolution of racemic 3-methyl-2,3-dihydro-4H-[1,4]benzoxazines in the reaction with chiral 2-arylpropionyl chloride predominantly yielded R*,R*-diastereomers. Ibuprofen acyl chloride as acylating agent was found to be more selective and sensitive to the changes in the reaction temperature as compared to naproxen acyl chloride and 2-phenylpropionyl chloride.
引用
收藏
页码：948 / 954
页数：7
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