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Synthesis of 2(R),3-dihydroxypropyl and 2(R),3(R)-dihydroxybutyl beta-D-fructopyranosides and some derivatives
Authors:Sung'hwa Fortunatus  Strik Axel  Regeling Henk  Zwanenburg Binne  Chittenden Gordon J F
Affiliation:Department of Organic Chemistry, IMM Center, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands
Abstract:The synthesis of 2(R),3-dihydroxypropyl and 2(R),3(R)-dihydroxybutyl β-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.
Keywords:Alkenyl fructosides   Dihydroxyalkyl fructosides   Asymmetric dihydroxylations   Fructosyl glycolipids
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