Issue 16, 2006
From the journal:

Organic & Biomolecular Chemistry

Diphenylphosphinoyl chloride as a chlorinating agent – the selective double activation of 1,2-diols†

David J. Fox,*a   Daniel Sejer Pedersen,a   Asger B. Petersena  and  Stuart Warrena  

* Corresponding authors

a University Chemical Laboratory, Lensfield Road, Cambridge, UK
E-mail: djf34@cam.ac.uk

Abstract

Treatment of 1,2-diols with diphenylphosphinoyl chloride in pyridine produces β-chloroethyl phosphinates which react with complete control of stereochemistry to give epoxides and azido-alcohols, useful intermediates in cyclopropane synthesis.

Graphical abstract: Diphenylphosphinoyl chloride as a chlorinating agent – the selective double activation of 1,2-diols

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Article information

DOI
https://doi.org/10.1039/B606881B
Article type
Paper
Submitted
15 May 2006
Accepted
21 Jun 2006
First published
06 Jul 2006

Org. Biomol. Chem., 2006,4, 3117-3119

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Diphenylphosphinoyl chloride as a chlorinating agent – the selective double activation of 1,2-diols

D. J. Fox, D. S. Pedersen, A. B. Petersen and S. Warren, Org. Biomol. Chem., 2006, 4, 3117 DOI: 10.1039/B606881B

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