384343-32-2

Upstream product

• 22887-10-1 phenyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 1471283-58-5 C₁₆H₁₈O₆ 
• 108-95-2 phenol 
• 1464-44-4 phenyl-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 733751-96-7 Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 

Relevant academic research and scientific papers

Stereocontrolled O -glycosylation with palladium-catalyzed decarboxylative allylation

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.

Stereospecific synthesis of β-D-allopyranosides by dihydroxylation of β-D-erythro-2,3-dideoxyhex-2-enopyranosides

The synthesis of 4,6-O-benzylidene-β-D-erythro-2-3-dideoxyhex-2-enopyranosides and their osmium and ruthenium catalysed dihydroxylation reactions have been investigated. These reactions have been shown, for a range of monosaccharides and a disaccharide, to proceed stereospecifically to give β-D-allopyranosides in moderate to excellent yield.