title: A new access route to functionalized cispentacins from norbornene β-amino acids.
abstract: An efficient and simple new stereocontrolled access route to novel disubstituted cispentacin derivatives with multiple stereogenic centers from norbornene β-lactam has been developed. The synthesis involves olefinic bond functionalization by dihydroxylation followed by oxidative ring cleavage and transformation of the dialdehyde intermediate through a Wittig reaction.
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, 6720 Szeged, Eötvös u. 6, Hungary.
authors.forename: Loránd
authors.initials: L
authors.lastname: Kiss
authors.forename: Maria
authors.initials: M
authors.lastname: Cherepanova
authors.forename: Enikő
authors.initials: E
authors.lastname: Forró
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D003515:Cycloleucine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D004798:Enzymes / Q000737:chemistry*; D009636:Norbornanes / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D047090:beta-Lactams / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000596:Amino Acids; D004798:Enzymes; D009636:Norbornanes; D047090:beta-Lactams; D003515:Cycloleucine; C065594:cispentacin