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Synthesis of carba‐β‐DL‐fucose and carba‐β‐DL‐galactose from <i>myo</i>‐inositol
13
Citations
22
References
1996
Year
Benzyl Protective GroupsBioorganic ChemistryEngineeringGlycobiologyOrganic ChemistryPolysaccharideChemistryBiosynthesisSynthetic ChemistryGlycosylationBiochemistryTertiary Alcohols 13Natural Product SynthesisEnantioselective SynthesisBiomolecular EngineeringBiomanufacturingNatural SciencesCarbohydrate-protein InteractionMethyl‐magnesium Bromide
Abstract Cyclic ketone 12 , prepared from racemic 3‐ O ‐benzyl‐1,2:4,5‐di‐ O ‐cyclohexylidene‐ myo ‐inositol ( 4 ), was converted into the tertiary alcohols 13 and 20 by treatment with methyl‐magnesium bromide and (benzyloxymethyl)lithium, respectively. Deoxygenation, followed by hydrogenolysis of the benzyl protective groups, furnished the title compounds 2 and 3 .
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