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Exceptionally easy isomerization of acetylenic alcohols with potassium 3-aminopropylamide. A new, high yield synthesis of functionally differentiated αω-difunctional structures
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1976
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High Yield SynthesisEngineeringBiochemistryNatural SciencesAcetylenic AlcoholsEasy IsomerizationChain Terminus RemoteHydroxy FunctionOrganic ChemistryPeptide SynthesisStereoselective SynthesisChemistryTriple BondSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Potassium 3-aminopropylamide, readily prepared in situ from KH and 3-aminopropylamine, effects rapid, multipositional isomerization of the triple bond in prop-2-ynylic and other acetylenic alcohols to the chain terminus remote from the hydroxy function, within minutes at 0–20 °C.