Synlett 2013; 24(4): 496-498
DOI: 10.1055/s-0032-1318135
letter
© Georg Thieme Verlag Stuttgart · New York

Simple Oxazolidine Chiral Diene Ligands for Enantioselective Rh-Catalyzed Conjugate Additions

Nathan W. G. Fairhurst
a   Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, UK   Fax: +44(1225)386231   Email: d.carbery@bath.ac.uk
,
Rachel H. Munday
b   AstraZeneca, Pharmaceutical Development, Silk Road Business Park, Charter Way, Macclesfield, Cheshire, SK10 2NA, UK
,
David R. Carbery*
a   Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, UK   Fax: +44(1225)386231   Email: d.carbery@bath.ac.uk
› Author Affiliations
Further Information

Publication History

Received: 12 December 2012

Accepted after revision: 08 January 2013

Publication Date:
23 January 2013 (online)


Abstract

Simple oxazolidine-based chiral diene ligands, ultimately derived from serine, have been synthesized using the Seebach self-regeneration of stereocenters strategy. The ligands have been used in the enantioselective Rh-catalyzed conjugate addition of aryl boronic acids to cyclohexenone. An efficient ‘in vacuo’ reaction protocol has been developed as part of this study.

Supporting Information

 
  • References and Notes


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