Diels−Alder Cycloaddition Strategy for Kinetic Resolution of Chiral Pyrazolidinones

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• 作者：Mukund P. Sibi ; Keisuke Kawashima ; Levi M. Stanley
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：September 3, 2009
• 年：2009
• 卷：11
• 期：17
• 页码：3894-3897
• 全文大小：234K
• 年卷期：v.11,no.17(September 3, 2009)
• ISSN：1523-7052

文摘

A rare example of the application of a catalytic, enantioselective Diels−Alder cycloaddition to affect a kinetic resolution has been developed. Chiral pyrazolidinones are resolved with high selectivity through a process that utilizes a relay of stereochemical information from a permanent chiral center to a fluxional chiral center to enhance the inherent selectivity of the chiral Lewis acid catalyst.