N-Heterocyclic Carbene-Catalyzed Amidation of Unactivated Esters with Amino Alcohols

Mohammad Movassaghi* and Michael A. Schmidt
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139
Org. Lett., 2005, 7 (12), pp 2453–2456
DOI: 10.1021/ol050773y
Publication Date (Web): May 17, 2005
Copyright © 2005 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.

, movassag@mit.edu

Abstract

Abstract Image

A catalytic amidation of unactivated esters with amino alcohols is described. A series of solution studies in addition to the first X-ray structure of a carbene−alcohol complex support a carbene-base nucleophile activation mechanism.

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History

  • Published In Issue June 09, 2005
  • Received April 10, 2005

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