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Synthesis 2008(21): 3461-3464  
DOI: 10.1055/s-0028-1093170
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Magnesium-Cadmium Chloride, a Bimetallic Catalyst System for the Allylation of Aldehydes with Allyl Bromide: An Efficient Protocol for the Synthesis of Homoallylic Alcohols

A. Venkat Narsaiah*a, A. Ramesh Reddya, Y. Gopala Raoa, E. Vijay Kumarb, R. S. Prakashamb, Basi V. Subba Reddya, Jhillu S. Yadava
a Organic Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160387; e-Mail: vnakkirala2001@yahoo.com;
b Bioengineering and Environmental Centre, Indian Institute of Chemical Technology, Hyderabad 500 007, India
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Publikationsverlauf

Received 23 June 2008
Publikationsdatum:
16. Oktober 2008 (online)

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Abstract

A simple and efficient procedure for the allylation of aldehydes has been developed using the magnesium-cadmium chloride reagent system. This bimetallic catalytic system works well in a tetrahydrofuran-water solvent medium. A variety of aldehydes undergo smooth nucleophilic addition with allyl bromide to afford the corresponding homoallylic alcohols in excellent yields. All the reactions were performed at room temperature.

Key words

aldehydes - homoallylic alcohols - bimetallic catalyst - allyl bromide

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