title: Catalytic asymmetric synthesis of a 1-deoxy-1,1-difluoro-D-xylulose.
abstract: [reaction: see text] A new route, of potential strategic importance, to a difluorosugar analogue has been developed. Key steps included a Stille coupling and a highly regio- and enantioselective dihydroxylation of a highly substituted diene. Protecting groups were chosen to enhance the reactivity of the disubstituted allylic fragment in the AD reaction and allow deprotection under orthogonal conditions.
authors.affiliation: School of Chemical Sciences, University of Birmingham, Edgbaston, Birmingham B15 2TT, United Kingdom.
authors.forename: Liam R
authors.initials: LR
authors.lastname: Cox
authors.forename: Gareth A
authors.initials: GA
authors.lastname: DeBoos
authors.forename: Jeremy J
authors.initials: JJ
authors.lastname: Fullbrook
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: Percy
authors.forename: Neil S
authors.initials: NS
authors.lastname: Spencer
authors.forename: Malcolm
authors.initials: M
authors.lastname: Tolley
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism; D014996:Xylulose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C473426:1-deoxy-1,1-difluoro-D-xylulose; D014996:Xylulose