Enzymatic Dynamic Kinetic Resolution of (±)-cis-N-(Alkoxycarbonyl)cyclopentane-1,2-diamines based on Spontaneous Racemization

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• 作者：F. Javier Quijada ; Vicente Gotor ; Francisca Rebolledo
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：August 20, 2010
• 年：2010
• 卷：12
• 期：16
• 页码：3602-3605
• 全文大小：213K
• 年卷期：v.12,no.16(August 20, 2010)
• ISSN：1523-7052

文摘

Lipase B from Candida antarctica is an excellent catalyst for the enantioselective acetylation of different (±)-cis-N-(alkoxycarbonyl)cyclopentane-1,2-diamines. Depending on the alkoxycarbonyl group, a simple kinetic resolution (Boc-derivative) or an interesting dynamic kinetic resolution (DKR with Cbz-, Alloc, and ethoxycarbonyl derivatives) has been developed. Racemization for the DKR occurred due to the N,N′ intramolecular migration of the alkoxycarbonyl group.