A Copper-Catalyzed C−N Bond Formation Involving sp-Hybridized Carbons. A Direct Entry to Chiral Ynamides via N-Alkynylation of Amides

Michael O. Frederick, Jason A. Mulder, Michael R. Tracey, Richard P. Hsung,* Jian Huang, Kimberly C. M. Kurtz, Lichun Shen, and Christopher J. Douglas
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455
J. Am. Chem. Soc., 2003, 125 (9), pp 2368–2369
DOI: 10.1021/ja021304j
Publication Date (Web): February 6, 2003
Copyright © 2003 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.

, hsung@chem.umn.edu

Abstract

Abstract Image

A copper-catalyzed new C−N bond formation involving a sp-hybridized carbon is described here leading to a facile entry for syntheses of chiral ynamides. This direct N-alkynylation of amides should have a significant impact on the future development of synthetic methodologies employing ynamides.

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History

  • Published In Issue March 05, 2003
  • Received October 28, 2002

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