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A facile chemoenzymatic route to optically pure building blocks for cyclopentanoid natural products
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1986
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Building BlocksBioorganic ChemistryEngineeringOrganic ChemistryChemistrySeveral LipasesStereoselective SynthesisBiochemistryFacile Chemoenzymatic RoutePharmacologyAsymmetric CatalysisNatural Product SynthesisEnantioselective SynthesisBiomolecular EngineeringHeterocyclicNatural SciencesCyclopentanoid Natural ProductsHigh YieldSynthetic Chemistry
Compound (1R,4S)-(4a), a central chiral building block for cyclopentanoid natural products, was prepared in high yield and optically pure by enantioselective hydrolysis of (5a) in the presence of several lipases, and was further transformed into (R)-(1a), (1R,5S)-(2)-and (1S,5R)-(2), (7), and (8), important synthons for this class of compounds.