Issue 6, 2004
From the journal:

Chemical Society Reviews

Iodine electrophiles in stereoselective reactions: recent developments and synthetic applications

Andrew N. French,a   Stewart Bissmireb  and  Thomas Wirth*b  

* Corresponding authors

a Albion College, Chemistry Department, Albion, MI 49224, USA
E-mail: afrench@albion.edu
Fax: +1 517 629 0264
Tel: +1 517 629 0250

b Cardiff University, Department of Chemistry, PO Box 912, Cardiff, Wales, UK
E-mail: wirth@cf.ac.uk
Fax: +44 2920 876 968
Tel: +44 2920 876 968

Abstract

The regio- and stereocontrolled functionalisation of carbon–carbon double bonds bears enormous potential in organic synthesis. This area has been extensively studied and reviewed as alkenes are amongst the most important starting materials for synthetic chemists, accessible in many varieties and in large quantities. We focus in this tutorial review only on recent developments using iodine electrophiles for the functionalisation of alkenes although transition-mediated reactions and functionalisations with chalcogen electrophiles also play an important role. New synthetic applications using this methodology showing scope and limitations of iodine-mediated processes also within the context of other electrophilic reactions are highlighted.

Graphical abstract: Iodine electrophiles in stereoselective reactions: recent developments and synthetic applications

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Article information

DOI
https://doi.org/10.1039/B310389G
Article type
Tutorial Review
Submitted
05 Jan 2004
First published
02 Jul 2004

Chem. Soc. Rev., 2004,33, 354-362

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Iodine electrophiles in stereoselective reactions: recent developments and synthetic applications

A. N. French, S. Bissmire and T. Wirth, Chem. Soc. Rev., 2004, 33, 354 DOI: 10.1039/B310389G

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