Enantioselective Strecker Reaction of Phosphinoyl Ketoimines Catalyzed by in Situ Prepared Chiral N,N'-Dioxides

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• 作者：Jinglun Huang ; Xiaohua Liu ; Yuehong Wen ; Bo Qin ; Xiaoming Feng
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：January 5, 2007
• 年：2007
• 卷：72
• 期：1
• 页码：204 - 208
• 全文大小：128K
• 年卷期：v.72,no.1(January 5, 2007)
• ISSN：1520-6904

文摘

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The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by useof in situ prepared chiral N,N'-dioxide catalyst from L-piperidinamide 3f and m-chloroperoxybenzoicacid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained.In particular, in situ prepared catalyst with readily available chiral material made the procedure moreconvenient. Moreover, the L-piperidinamide 3f-derived N,N'-dioxide 9 could be recycled and reused atleast five times without any loss of either catalytic activity or enantioselectivity.