title: Highly stereoselective oxy-michael additions to beta,gamma-unsaturated alpha-keto esters: rapid enantioselective synthesis of 3-hydroxybutenolides.
abstract: The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta-lactol to gamma-substituted beta,gamma-unsaturated alpha-keto esters leading to the direct formation of THP*-protected gamma-hydroxy alpha-keto ester derivatives is described. Subsequent acid-mediated deprotection affords the 3-hydroxybutenolides in high yields.
authors.affiliation: School of Chemistry, The University of Manchester, Oxford Road, Manchester M13 9PL, UK.
authors.forename: Xin
authors.initials: X
authors.lastname: Xiong
authors.forename: Caroline
authors.initials: C
authors.lastname: Ovens
authors.forename: Adam W
authors.initials: AW
authors.lastname: Pilling
authors.forename: John W
authors.initials: JW
authors.lastname: Ward
authors.forename: Darren J
authors.initials: DJ
authors.lastname: Dixon