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Org Lett. 2005 Sep 15;7(19):4225-8.

Cu(I)-catalyzed reductive aldol cyclizations: diastereo- and enantioselective synthesis of beta-hydroxylactones.

Author information

  • 1School of Chemistry, University of Edinburgh, The King's Buildings, West Mains Road, Edinburgh EH9 3JJ, United Kingdom. h.lam@ed.ac.uk

Abstract

[reaction: see text] Copper bisphosphine complexes catalyze the intramolecular reductive aldol reaction of alpha,beta-unsaturated esters with ketones, affording five- and six-membered beta-hydroxylactones in high stereoselectivities. Utilization of chiral nonracemic bisphosphines render the cyclizations enantioselective.

PMID:
16146393
DOI:
10.1021/ol051649h
[PubMed - indexed for MEDLINE]
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