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A chiral synthesis of swainsonine from D-glucose
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1984
Year
Asymmetric CatalysisChiral CentersBioorganic ChemistryBiochemistryNatural SciencesOrganic ChemistryMethyl 3-Amino-3-deoxy-α-d-mannopyranoside HydrochlorideStereoselective SynthesisPharmacologyAlkaloid SwainsonineChiral SynthesisSynthetic ChemistryEnantioselective SynthesisNatural Product Synthesis
The synthesis of the alkaloid swainsonine is described starting from methyl 3-amino-3-deoxy-α-D-mannopyranoside hydrochloride (readily available from D-glucose) in which all the chiral centers of the aminohexose are incorporated intact into the alkaloid.