Rhodium(I)-Catalyzed [2+2+1] Cycloadditions of 1,3-Dienes, Alkenes, and CO

Paul A. Wender,* Mitchell P. Croatt, and Nicole M. Deschamps
Department of Chemistry, Stanford University, Stanford, California 94305
J. Am. Chem. Soc., 2004, 126 (19), pp 5948–5949
DOI: 10.1021/ja0489487
Publication Date (Web): April 21, 2004
Copyright © 2004 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.

, wenderp@stanford.edu

Abstract

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Initial examples of a Rh(I)-catalyzed [2+2+1] reaction of diene-enes and CO are described. This method allows for the facile, efficient, and diastereoselective construction of a variety of alkenyl cyclopentanones in good to excellent yields. Control studies show that the diene moiety is required for this process as bis-enes do not give the [2+2+1] products under the same conditions.

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History

  • Published In Issue May 19, 2004
  • Received February 24, 2004

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