title: Stereocontrolled O-glycosylation with palladium-catalyzed decarboxylative allylation.
abstract: The Pd-π-allyl intermediate in an electron-rich glycal system with poor reactivity is employed as an efficient glycosyl donor. Starting from glucal derived carbonate, various O-glycosides were formed via a palladium-catalyzed reaction through a tandem decarboxylation, proton abstraction, and nucleophilic addition, in good yields with excellent selectivity. Iterative glycosylation with the same strategy may provide an access to complex oligosaccharides.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.
authors.forename: Shaohua
authors.initials: S
authors.lastname: Xiang
authors.forename: Jingxi
authors.initials: J
authors.lastname: He
authors.forename: Yu Jia
authors.initials: YJ
authors.lastname: Tan
authors.forename: Xue-Wei
authors.initials: XW
authors.lastname: Liu