Issue 2, 2004
From the journal:

Organic & Biomolecular Chemistry

Diastereotopic group selective intramolecular cycloadditions of sulfenic acids to 1,4-dienes†

Richard S. Grainger,*a   Patrizia Tissellia  and  Jonathan W. Steed‡a  

* Corresponding authors

a Department of Chemistry, King's College London, Strand, London, UK
E-mail: richard.grainger@kcl.ac.uk
Fax: 44 (0)20 7848 2810
Tel: 44 (0)20 7848 1167

Abstract

The ratio of diastereomeric cis-fused perhydrobenzothiophene S-oxides formed via the intramolecular addition of a sulfenic acid to a 1,4-diene is controlled by the nature of the protecting group on a chiral alcohol in the connecting chain.

Graphical abstract: Diastereotopic group selective intramolecular cycloadditions of sulfenic acids to 1,4-dienes

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Article information

DOI
https://doi.org/10.1039/B314176D
Article type
Communication
Submitted
06 Nov 2003
Accepted
14 Nov 2003
First published
01 Dec 2003

Org. Biomol. Chem., 2004,2, 151-153

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Diastereotopic group selective intramolecular cycloadditions of sulfenic acids to 1,4-dienes

R. S. Grainger, P. Tisselli and J. W. Steed, Org. Biomol. Chem., 2004, 2, 151 DOI: 10.1039/B314176D

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