Chemistry Letters · 1985 · 15 citations · 2 references
PharmacyBiochemistryChemistryCarbohydrate ChemistryDrug DiscoveryNatural Product BiosynthesisCarbohydrate SynthesisHeterocyclic ChemistryMacrocycle SynthesisRetrosynthetic AnalysisAldol CondensationAldol ReactionAldose ChemistryEnantioselective SynthesisStereoselective Aldol ReactionsStereoselective Sugar Synthesis
Abstract (1R,6R,8R,9R)-8,9-Isopropylidenedioxy-3-oxo-7-oxabicyclo[4.3.0]non-4-ene, a highly functionalized bicyclic compound, has been synthesized from d-glucose employing an intramolecular aldol condensation as the key reaction, and a transformation of it into pseudo-α-l-altropyranose was achieved efficiently.
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