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Synthesis of 11-deoxy-10α-hydroxyprostaglandins
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1973
Year
Medicinal ChemistryReady Anion FormationEngineeringAldehyde DehydrogenaseBiochemistryNatural SciencesOrganic ChemistryConjugated AldehydeCatalysisCatalytic HydrogenationPharmacologyPharmaceutical ChemistrySynthetic ChemistryBiomolecular EngineeringNatural Product Synthesis
The β-elimination of the 11-acetoxy-grouping of the aldehyde (2) by ready anion formation at C-12 gives the conjugated aldehyde (3); catalytic hydrogenation of (3), followed by alkylation under equilibrating conditions, allows access to novel prostaglandins, which are isomeric with PGF2α and PGE2.