Ytterbium(III) Triflate/TMSCl:  Efficient Catalyst for Imino Ene Reaction

Masamichi Yamanaka, Atsushi Nishida, and Masako Nakagawa*
Faculty of Pharmaceutical Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan
Org. Lett., 2000, 2 (2), pp 159–161
DOI: 10.1021/ol991260s
Publication Date (Web): December 22, 1999
Copyright © 2000 American Chemical Society
*

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

, nakagawa@p.chiba-u.ac.jp

Abstract

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Ytterbium trifluoromethanesulfonate [Yb(OTf)3] catalyzed the imino ene reaction of N-tosyl aldimine with α-methylstyrene to give a homoallylamine in moderate yield. Furthermore, addition of a catalytic amount of chlorotrimethylsilane (TMSCl) dramatically enhanced the imino ene reaction.

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History

  • Published In Issue January 27, 2000
  • Received November 19, 1999

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