Spontaneous Enzymatically Mediated Dynamic Kinetic Resolution of 8-Amino-5,6,7,8-tetrahydroquinoline

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• 作者：Jason B. Crawford ; Renato T. Skerlj ; Gary J. Bridger
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：January 19, 2007
• 年：2007
• 卷：72
• 期：2
• 页码：669 - 671
• 全文大小：62K
• 年卷期：v.72,no.2(January 19, 2007)
• ISSN：1520-6904

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A spontaneous dynamic kinetic resolution of 8-amino-5,6,7,8-tetrahydroquinoline 1 was observed in the presenceof Candida antarctica Lipase B, in which a >60% yield of(R)-acetamide [(R)-2] was isolated from the racemic amine.The spontaneous formation of ketone 3, followed by acondensation/hydrolysis sequence with the remaining (S)-amine 1, via enamine 4, provides the necessary racemizationpathway.