Issue 12, 2007
From the journal:

Organic & Biomolecular Chemistry

Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes

Brendan M. Smith,a   Elizabeth J. Skellam,a   Samantha J. Oxleya  and  Andrew E. Graham*a  

* Corresponding authors

a Department of Chemistry, University of Wales Swansea, Swansea, UK
E-mail: A.E.Graham@swansea.ac.uk
Fax: +44 (0)1792 295747

Abstract

The cyclization of epoxyalkenes to oxabicycloalkanes is catalyzed by stoichiometric quantities of indium tribromide which exhibits excellent selectivity giving the oxabicyclic product in high yield in preference to other cyclized or rearrangement products.

Graphical abstract: Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes

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Article information

DOI
https://doi.org/10.1039/B707001B
Article type
Paper
Submitted
09 May 2007
Accepted
09 May 2007
First published
18 May 2007

Org. Biomol. Chem., 2007,5, 1979-1982

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Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes

B. M. Smith, E. J. Skellam, S. J. Oxley and A. E. Graham, Org. Biomol. Chem., 2007, 5, 1979 DOI: 10.1039/B707001B

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