16697-45-3

Upstream product

• 72246-03-8 Tributyl-((2R,4aR,8S,8aS)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-stannane 
• 63598-38-9 1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose 
• 126797-40-8 (3aR,4aR,7R,8aR,9S,9aR)-9-Methoxy-7-phenyl-hexahydro-[1,3]dioxolo[4',5':5,6]pyrano[3,2-d][1,3]dioxine-2-thione 
• 126797-39-5 4,6-O-benzylidene-3-O-methyl-D-glucose 

Downstream Products

• 65530-27-0 (2R,4aR,6S,8aS)-(+)-6-methoxy-2-phenyl-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine 
• 74644-56-7 1,5-anhydro-3-azido-4,6-O-benzylidene-2,3-dideoxy-D-arabino-hex-1-enitol 

Relevant academic research and scientific papers

The Synthesis and Reactivity of Cyclic Thiocarbonates Derived from Some Carbohydrate 1,2-Diols

The attempted synthesis of several carbohydrate 1,2-diols is reported, together with the transformation of two of these diols into cyclic thiocarbonates, namely 4,6-O-benzylidene-3-O-methyl-1,2-O-thiocarbonyl-α-D-glucose and 3,4-O-isopropylidene-1,2-O-thiocarbonyl-β-D-arabinose.The treatment of these thiocarbonates, and a furanose 1,2-thiocarbonate previously prepared by Mukaiyama, with methyl halides and with tributyltin hydride is discussed.A single-crystal X-ray diffraction study of 3,4-O-isopropylidene-1,2-O)-thiocarbonyl-β-D-arabinose is recorded.

Routes to C-Glycopyranosides via Sigmatropic Rearrangements

Claisen rearrangements have been applied to 1,5-anhydro-4,6-O-benzylidene-1,2-dideoxy-D-ribo-hex-1-enitol (1).The classical procedure succeeds, but the overall process is unsatisfactory because of the low conversion to the vinyl ether intermediate.Best re