Synfacts 2007(3): 0310-0310  
DOI: 10.1055/s-2007-968177
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Cu-Catalyzed Asymmetric Synthesis of Chiral Allylic Esters

Contributor(s): Paul Knochel, Andrey Gavryushin
K. Geurts, S. P. Fletcher, B. L. Feringa*
University of Groningen, The Netherlands
Further Information

Publication History

Publication Date:
20 February 2007 (online)

Significance

The authors reported herein an elegant catalytic method for the enantioselective preparation of allylic esters. The starting aroyloxyallylic bromides are readily available from acrolein or its homologues and benzoyl bromides. This method furnishes various chiral allylic esters with a terminal double bond in high yields and excellent enantioselectivities, using as little as 0.05 mol% of the chiral phosphorus ligand. The products can be simply converted, for instance, by the metathesis reaction, into a broad variety of useful enantiopure intermediates.