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Vetispirane sesquiterpene glucosides from flue-cured virginia tobacco: structure, absolute stereochemistry, and synthesis. X-Ray structure of the p-bromobenzenesulphonate of one of the derived aglycones
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1977
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Bioorganic ChemistryVetispirane Sesquiterpene GlucosidesGlycobiologySecondary MetaboliteBiosynthesisNatural Product BiosynthesisAbsolute StereochemistryPhytochemicalGlycosylationBiochemistryX-ray StructureVirginia TobaccoPharmacologyNatural Product SynthesisFlue-cured Virginia TobaccoDerived AglyconesNatural SciencesPhytochemistryMedicine
The structure and absolute stereochemistry of four new vetispirane sesquiterpene glucosides from fluecured Virginia tobacco have been deduced and three of them have been synthesised from (–)-solavetivone; the X-ray structure of the p-bromobenzenesulphonate of one of the derived aglycones is reported.