title: Divergent de novo synthesis of all eight stereoisomers of 2,3,6-trideoxyhexopyranosides and their oligomers.
abstract: All eight possible stereoisomers of 2,3,6-trideoxyhexopyranosides are prepared systematically from furan derivatives by a sequence of Achmatowicz rearrangement, Pd-catalysed glycosidation, and chiral catalyst-controlled tandem reductions. This sequence provides access to all possible stereoisomers of naturally occurring rhodinopyranosides, amicetopyranosides, disaccharide narbosine B, and other unnatural oligomeric 2,3,6-trideoxyhexopyranosides. It comprises a unique and systematic strategy for the de novo synthesis of deoxysugars.
authors.affiliation: School of Pharmacy, University of Wisconsin-Madison, Madison, WI 53705-2222, USA. wtang@pharmacy.wisc.edu.
authors.forename: Wangze
authors.initials: W
authors.lastname: Song
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhao
authors.forename: John C
authors.initials: JC
authors.lastname: Lynch
authors.forename: Hyunjin
authors.initials: H
authors.lastname: Kim
authors.forename: Weiping
authors.initials: W
authors.lastname: Tang