Kinetic resolution of (±)-2,3-dihydro-3-methyl-4H-1,4-benzoxazine, (±)-2-methyl-1,2,3,4-tetrahydroquinoline and (±)-2-methylindoline using N-tosyl-(S)-prolyl chloride

被引：43

作者：

Krasnov, VP ^{[1
]}

Levit, GL ^{[1
]}

Bukrina, IM ^{[1
]}

Andreeva, IN ^{[1
]}

Sadretdinova, LS ^{[1
]}

Korolyova, MA ^{[1
]}

Kodess, MI ^{[1
]}

Charushin, VN ^{[1
]}

Chupakhin, ON ^{[1
]}

机构：

[1] RAS, Inst Organ Synth, Ural Div, Ekaterinburg 620219, Russia

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 14期

基金：

俄罗斯基础研究基金会;

关键词：

D O I：

10.1016/S0957-4166(03)00321-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Acylation of racemic 2,3-dihydro-3-methyl-4H-1,4-benzoxazine, 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methylindoline with N-tosyl-(S)-prolyl chloride resulted in their kinetic resolution with the predominant formation of (R,S)-diastereoisomeric amides. des being 80, 66 and 38%, respectively. Recrystallisation of the amides followed by acid hydrolysis gave individual (R)-enantiomers of heterocyclic amines. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1985 / 1988

页数：4

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