Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols

Volker Belting and Norbert Krause*
Organic Chemistry II, Dortmund University, D-44221 Dortmund, Germany
Org. Lett., 2006, 8 (20), pp 4489–4492
DOI: 10.1021/ol061751u
Publication Date (Web): September 9, 2006
Copyright © 2006 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.

, norbert.krause@uni-dortmund.de

Abstract

Abstract Image

The tandem cycloisomerization−hydroalkoxylation of various homopropargylic alcohols in the presence of an alcohol and a dual catalyst system, consisting of a gold precatalyst and a Brønsted acid, provides an efficient route to tetrahydrofuranyl ethers under mild reaction conditions. The reaction can be carried out in various solvents, including alcohol, with both terminal and internal alkynes as the substrate.

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History

  • Published In Issue September 28, 2006
  • Received July 17, 2006

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