Direct β-Alkylation of Secondary Alcohols with Primary Alcohols Catalyzed by a Cp*Ir Complex

Ken-ichi Fujita,* Chiho Asai, Tetsuhiro Yamaguchi, Fumihiro Hanasaka, and Ryohei Yamaguchi*;
Graduate School of Human and Environmental Studies, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan
Org. Lett., 2005, 7 (18), pp 4017–4019
DOI: 10.1021/ol051517o
Publication Date (Web): August 2, 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.

, fujitak@kagaku.mbox.media.kyoto-u.ac.jp, ; , yama@kagaku.mbox.media.kyoto-u.ac.jp

Abstract

Abstract Image

A new catalytic system for β-alkylation of secondary alcohols has been developed. In the presence of [Cp*IrCl2]2 (Cp* = pentamethylcyclopentadienyl) catalyst and base, the reactions of various secondary alcohols with primary alcohols give β-alkylated higher alcohols in good to excellent yields without any hydrogen acceptor or hydrogen donor. This reaction proceeds via successive hydrogen-transfer reactions and aldol condensation.

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History

  • Published In Issue September 01, 2005
  • Received June 29, 2005

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