Issue 32, 2008
From the journal:

Chemical Communications

Catalytic asymmetric deprotonation of phosphine boranes and sulfides as a route to P-stereogenic compounds†

Jonathan J. Gammon,a   Steven J. Canipa,a   Peter O’Brien,*a   Brian Kellyb  and  Sven Taylorc  

* Corresponding authors

a Department of Chemistry, University of York, Heslington, York, UK
E-mail: paob1@york.ac.uk
Fax: +44-1904-432516
Tel: +44-1904-432535

b Celtic Catalysts Ltd, Nova Centre, Belfield Innovation Park, Dublin 4, Ireland

c F. Hoffmann-La Roche Ltd, Basel, Switzerland

Abstract

A comparison between phosphine boranes and sulfides in their catalytic asymmetric deprotonation using organolithiums and sub-stoichiometric amounts of (−)-sparteine has revealed superior catalytic efficiency in the phosphine sulfide deprotonation.

Graphical abstract: Catalytic asymmetric deprotonation of phosphine boranes and sulfides as a route to P-stereogenic compounds

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Article information

DOI
https://doi.org/10.1039/B806864J
Article type
Communication
Submitted
23 Apr 2008
Accepted
26 Jun 2008
First published
17 Jul 2008

Chem. Commun., 2008, 3750-3752

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Catalytic asymmetric deprotonation of phosphine boranes and sulfides as a route to P-stereogenic compounds

J. J. Gammon, S. J. Canipa, P. O’Brien, B. Kelly and S. Taylor, Chem. Commun., 2008, 3750 DOI: 10.1039/B806864J

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