Organic Chemistry Portal

Abstracts

Search:

Mo-Au Combo Catalysis for Rapid 1,3-Rearrangement of Propargyl Alcohols into α,β-Unsaturated Carbonyl Compounds

Masahiro Egi, Yoshiko Yamaguchi, Noboru Fujiwara and Shuji Akai*

*School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan, Email: akaiu-shizuoka-ken.ac.jp

M. Egi, Y. Yamaguchi, N. Fujiwara, S. Akai, Org. Lett., 2008, 10, 1867-1870.

DOI: 10.1021/ol800596c (free Supporting Information)


Abstract

The combination of Mo and cationic Au catalysts dramatically accelerated the rearrangement of diverse propargyl alcohols to yield α,β-unsaturated compounds under mild conditions, and high product yields. A practical application to the highly challenging primary propargyl alcohols and the N-alkynyl amides is achieved.

see article for more examples



Key Words

Meyer-Schuster Rearrangement, enones, α,β-unsaturated compounds


ID: J54-Y2008-1270