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Tetrahedron Letters
Volume 43, Issue 42, 14 October 2002, Pages 7541-7543
 
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doi:10.1016/S0040-4039(02)01811-7    How to Cite or Link Using DOI (Opens New Window)
Copyright © 2002 Elsevier Science Ltd All rights reserved.

Efficient solvent-free in situ tin-mediated homoallylation reactions

Philip C. Andrewsa, Corresponding Author Contact Information, E-mail The Corresponding Author, Anna C. Peatta and Colin L. Rastonb

aCentre for Green Chemistry/School of Chemistry, Monash University, Clayton, Victoria 3800, Australia bDepartment of Chemistry, University of Leeds, Leeds LS2 9JT, UK

Received 4 July 2002; 
accepted 23 August 2002. 
Available online 25 September 2002.

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Abstract

Various carbonyl compounds were converted to their corresponding homoallylic alcohols under ultrasonic irradiation and solvent free conditions, in the presence of metallic Sn and excess allyl bromide. Diallyltin(IV) dibromide was identified as the reactive species, with several allyl tin(II/IV) species being detected in the organic extracts of the reactions.

Under ultrasonic irradiation various aldehydes are converted into their corresponding homoallylic alcohols via a solventless process, the reactive species being diallyltin(IV) dibromide.


Article Outline

1. Introduction
2. Experimental
3. Conclusion
4. General
Acknowledgements
References



Tetrahedron Letters
Volume 43, Issue 42, 14 October 2002, Pages 7541-7543
 
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