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

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• 作者：Krasnov ; Victor P. ; Levit ; Galina L. ; Bukrina ; Iraida M. ; Andreeva ; Irina N. ; Sadretdinova ; Liliya Sh. ; et. al.
• 刊名：Tetrahedron: Asymmetry
• 出版年：2003
• 出版时间：July 18, 2003
• 年：2003
• 卷：14
• 期：14
• 页码：1985-1988
• 全文大小：144 K

文摘

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.