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

页码：948 / 954

页数：7

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