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Total Synthesis of Rhoiptelol B
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2010
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Natural Product SynthesisBiochemistryEfficient Total SynthesisRhoiptelol BTotal SynthesisPhytochemicalPhytochemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringSharpless Asymmetric Epoxidation
A simple and efficient total synthesis of rhoiptelol B, isolated from the the leaves and fruits of Rhoiptelea chiliantha, is achieved using Sharpless asymmetric epoxidation, 1,3-anti-chiral allylation, olefin cross-metathesis, Sharpless asymmetric dihydroxylation, and ferric chloride catalyzed intramolecular SN2 cyclization as the key steps.