Tetrahedron letters

Organometallic-type reactions in aqueous media mediated by indium. Allylation of acyloyl-imidazoles and pyrazoles. Regioselective synthesis of β, γ-unsaturated …

VJ Bryan, TH Chan

Index: Bryan, Vernal J.; Chan, Tak-Hang Tetrahedron Letters, 1997 , vol. 38, # 37 p. 6493 - 6496

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Citation Number: 37

Abstract

Indium mediated coupling of allylic bromide with acyloyl-imidazoles or pyrazoles in aqueous media gives the corresponding tertiary alcohols or ketones in good yield. The reaction provides a facile regioselective synthesis of β, γ-unsaturated ketones and its usefulness is demonstrated by the synthesis of the monoterpene artemesia ketone.