Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: enantioselective synthesis of (+)-5-epi-acetomycin.
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]
Calad
Stacie A
SA
Department of Chemistry, University of California, Irvine, CA 92627-2025, USA.
Woerpel
K A
KA
D002244:Carbon / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis; D008956:Models, Chemical; D017655:Silicon Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D005663:Furans; D017655:Silicon Compounds; C047794:acetomycin; D002244:Carbon