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- W2034673918 abstract "Dipyrranes bearing peracetylated mono- or disaccharidic C-1-deoxyalditol moieties were prepared from d-galactose, d-glucose, d-mannose, and lactose. A partially hydrolyzed polysaccharide (agarose) was also used as starting material for the synthesis of a disaccharide-containing C-glycoside dipyrrane. These compounds were synthesized as follows: the sugar starting materials were first submitted to a mercaptolysis–acetylation one-pot procedure (EtSH/HCl–Ac2O/pyridine). The resulting peracetylated diethyl dithioacetals were converted into dipyrranes through carbonyl deprotection (H5IO6, THF–Et2O) followed by TFA-catalyzed pyrrole condensation with yields up to 62%. Overall yields from sugar starting materials were up to 49%." @default.
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- W2034673918 date "2013-02-01" @default.
- W2034673918 modified "2023-09-27" @default.
- W2034673918 title "Synthesis of peracetylated C-1-deoxyalditol- and C-glycoside-dipyrranes via dithioacetal derivatives" @default.
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- W2034673918 doi "https://doi.org/10.1016/j.tetlet.2012.12.048" @default.
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