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Direct Enantioselective Vinylogous Mannich Reaction of Ketimines with γ‐Butenolide by Using Cinchona Alkaloid Amide/Zinc(II) Catalysts
Authors:Prof?Dr Shuichi Nakamura  Ryota Yamaji  Dr Masashi Hayashi
Institution:Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa‐ku, Nagoya 466‐8555 (Japan), Fax: (+81)?52‐735‐5245http://www.ach.nitech.ac.jp/~organic/nakamura/index.html
Abstract:A direct enantioselective vinylogous Mannich reaction of ketimines with γ‐butenolide has been developed. Good yields and enantioselectivities were observed for the reaction of various ketimines by using a cinchona alkaloid amide/Zn(OTf)2 catalyst and Et3N. Both enantiomers of the products could be obtained by using pseudoenantiomeric chiral catalysts.
Keywords:asymmetric synthesis  cinchona alkaloids  ketimines  Lewis acids  γ  ‐butenolides
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