title: Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: enantioselective synthesis of (+)-5-epi-acetomycin.
abstract: Chiral quaternary carbon stereocenters can be established with high diastereoselectivity by a silylene transfer/Ireland-Claisen rearrangement. The utility of this method was demonstrated by application to a synthesis of (+)-5-epi-acetomycin. [reaction: see text]
authors.affiliation: Department of Chemistry, University of California, Irvine, CA 92627-2025, USA.
authors.forename: Stacie A
authors.initials: SA
authors.lastname: Calad
authors.forename: K A
authors.initials: KA
authors.lastname: Woerpel
mesh_terms: D002244:Carbon / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis; D008956:Models, Chemical; D017655:Silicon Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D017655:Silicon Compounds; C047794:acetomycin; D002244:Carbon