Issue 6, 2004
From the journal:

Organic & Biomolecular Chemistry

A convenient procedure for bismuth-mediated Barbier-type allylation of aldehydes in water containing fluoride ions

Keith Smith,*a   Sandra Lock,a   Gamal A. El-Hiti,†a   Makoto Wadab  and  Norikazu Miyoshib  

* Corresponding authors

a Centre for Clean Chemistry, Department of Chemistry, University of Wales Swansea, Singleton Park, Swansea, UK

b Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima, Minami-Josanjima, Tokushima, Japan 770

Abstract

A new and convenient procedure for synthesis of homoallylic alcohols in generally good to excellent yields has been developed. The bismuth-mediated Barbier-type allylation of aldehydes (aromatic, aliphatic, alicyclic and heterocyclic) with allyl bromide has been carried out smoothly in water in the presence of fluoride ions.

Graphical abstract: A convenient procedure for bismuth-mediated Barbier-type allylation of aldehydes in water containing fluoride ions

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Article information

DOI
https://doi.org/10.1039/B400179F
Article type
Paper
Submitted
08 Jan 2004
Accepted
11 Feb 2004
First published
25 Feb 2004

Org. Biomol. Chem., 2004,2, 935-938

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A convenient procedure for bismuth-mediated Barbier-type allylation of aldehydes in water containing fluoride ions

K. Smith, S. Lock, G. A. El-Hiti, M. Wada and N. Miyoshi, Org. Biomol. Chem., 2004, 2, 935 DOI: 10.1039/B400179F

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