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金鸡纳生物碱酰胺/锌(II)催化剂催化酮亚胺与γ-丁烯内酯的直接对映选择性烯丙基曼尼希反应

Direct Enantioselective Vinylogous Mannich Reaction of Ketimines with γ-Butenolide by Using Cinchona Alkaloid Amide/Zinc(II) Catalysts.

作者信息

Nakamura Shuichi, Yamaji Ryota, Hayashi Masashi

机构信息

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.

出版信息

Chemistry. 2015 Jun 26;21(27):9615-8. doi: 10.1002/chem.201500599. Epub 2015 May 5.

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.

摘要

已开发出一种酮亚胺与γ-丁内酯的直接对映选择性乙烯基曼尼希反应。使用金鸡纳生物碱酰胺/Zn(OTf)₂催化剂和Et₃N时,各种酮亚胺的反应都具有良好的产率和对映选择性。通过使用假对映体手性催化剂可以得到产物的两种对映体。

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