Catalytic Decarboxylative sp−sp3 Coupling

Dinesh Kumar Rayabarapu and Jon A. Tunge*
Department of Chemistry, University of Kansas, 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045
J. Am. Chem. Soc., 2005, 127 (39), pp 13510–13511
DOI: 10.1021/ja0542688
Publication Date (Web): September 7, 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.

, tunge@ku.edu

Abstract

Abstract Image

A palladium-catalyzed 1,4-enyne synthesis was developed based the decarboxylative coupling of acetylides with allyl electrophiles. Stereochemical studies have implicated palladium−allyl−acetylides as intermediates. Thus, decarboxylative metalation was established as an environmentally benign alternative to transmetalation from alkynyl tin reagents.

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History

  • Published In Issue October 05, 2005
  • Received June 28, 2005

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