A Highly Enantioselective Lewis Basic Organocatalyst for Reduction of N-Aryl Imines with Unprecedented Substrate Spectrum

Zhouyu Wang, Xiaoxia Ye,§ Siyu Wei, Pengcheng Wu, Anjiang Zhang,§ and Jian Sun*
Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, China, Department of Chemistry, Xihua University, Chengdu, 610039, China, Department of Chemistry, Wenzhou University, Wenzhou, 325035, China, and Graduate School of Chinese Academy of Sciences, China
Org. Lett., 2006, 8 (5), pp 999–1001
DOI: 10.1021/ol060112g
Publication Date (Web): February 10, 2006
Copyright © 2006 American Chemical Society

 Chengdu Institute of Biology.

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 Xihua University.

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 Wenzhou University.

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*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, sunjian@cib.ac.cn

Abstract

Abstract Image

l-Pipecolinic acid derived formamides have been developed as highly efficient and enantioselective Lewis basic organocatalysts for the reduction of N-aryl imines with trichlorosilane. Catalyst 4b afforded high isolated yields (up to 98%) and enantioselectivities (up to 96%) under mild conditions with an unprecedented substrate spectrum.

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History

  • Published In Issue March 02, 2006
  • Received January 15, 2006

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