Gold-Catalyzed Efficient Preparation of Linear α-Iodoenones from Propargylic Acetates

Meng Yu, Guozhu Zhang, and Liming Zhang*
Department of Chemistry, University of Nevada, Reno, Nevada 89557
Org. Lett., 2007, 9 (11), pp 2147–2150
DOI: 10.1021/ol070637o
Publication Date (Web): April 28, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

Only 2 mol % of Au(PPh3)NTf2 is needed to convert readily accessible propargylic acetates into versatile linear α-iodoenones in good to excellent yields. This reaction is easy to execute and has broad substrate scope. Good to excellent Z-selectivities are observed in the cases of aliphatic propargylic acetates derived from aldehydes.

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History

  • Published In Issue May 24, 2007
  • Received March 15, 2007

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