title: A novel, efficient, diastereo- and enantioselective Mukaiyama aldol-based synthesis of a vinyl cyclopentanone core derivative of viridenomycin.
abstract: A strategy has been developed for a rapid seven-step construction of a chiral, nonracemic vinyl cyclopentanone building block as part of a synthetic approach to viridenomycin, using a diastereo- and enantioselective Mukaiyama aldol and intramolecular Knoevenagel condensation as key steps.
authors.affiliation: Department of Chemistry, Durham University, Science Laboratories, South Road, Durham DH1 3LE, UK.
authors.forename: Andrei S
authors.initials: AS
authors.lastname: Batsanov
authors.forename: Jonathan P
authors.initials: JP
authors.lastname: Knowles
authors.forename: Andrew P
authors.initials: AP
authors.lastname: Lightfoot
authors.forename: Graham
authors.initials: G
authors.lastname: Maw
authors.forename: Carl E
authors.initials: CE
authors.lastname: Thirsk
authors.forename: Steven J R
authors.initials: SJ
authors.lastname: Twiddle
authors.forename: Andrew
authors.initials: A
authors.lastname: Whiting
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D003517:Cyclopentanes / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D003517:Cyclopentanes; D007769:Lactams; C007201:cyclopentanone; C010374:viridinomycin; C116609:3-hydroxybutanal