title: Synthesis of 2(R),3-dihydroxypropyl and 2(R),3(R)-dihydroxybutyl beta-D-fructopyranosides and some derivatives.
abstract: The synthesis of 2(R),3-dihydroxypropyl and 2(R),3(R)-dihydroxybutyl beta-d-fructopyranosides, and some derivatives, employing Sharpless-type catalytic asymmetric dihydroxylation procedures is described. Some aspects of the reactions, including stereoselectivities and chemical evidence for the assigned stereochemistry of the main products are reported.
authors.affiliation: Department of Organic Chemistry, IMM Center, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands.
authors.forename: Fortunatus
authors.initials: F
authors.lastname: Sung'hwa
authors.forename: Axel
authors.initials: A
authors.lastname: Strik
authors.forename: Henk
authors.initials: H
authors.lastname: Regeling
authors.forename: Binne
authors.initials: B
authors.lastname: Zwanenburg
authors.forename: Gordon J F
authors.initials: GJ
authors.lastname: Chittenden
mesh_terms: D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006900:Hydroxylation; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D000617:Aminoglycosides