Kinetic resolution of racemic 3-tert-butyl-3,4-dihydro-2H-[1,4]benzoxazine via acylation with chiral acyl chlorides

被引:0
|
作者
S. A. Vakarov
D. A. Gruzdev
E. N. Chulakov
G. L. Levit
V. P. Krasnov
机构
[1] Ural Branch of the Russian Academy of Sciences,I. Ya. Postovsky Institute of Organic Synthesis
[2] Ural Federal University named after the first President of Russia B. N. Yeltsin,undefined
来源
Russian Chemical Bulletin | 2019年 / 68卷
关键词
acylation; heterocyclic amines; enantiomers; stereoselectivity; kinetic resolution;
D O I
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学科分类号
摘要
A comparative study of the kinetic resolution of racemic 3-tert-butyl-3,4-dihydro-2H-[1,4]-benzoxazine through the acylation by various chiral acyl chlorides was carried out. A preparative method for obtaining enantiomerically pure (S)-3-tert-butyl-3,4-dihydro-2H-[1,4]benzoxazine can be based on the acylation with N-phthaloyl-(S)-phenylalanyl or (R)-2-phenoxypropionyl chlorides, followed by the acid hydrolysis of the corresponding diastereomerically pure amides.
引用
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页码:841 / 847
页数:6
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