Unprecedented Stereochemical Reversal from Alkyl to Aryl Substituents in the Johnson-Claisen Rearrangement of Methyl 3-Hydroxy-2-methylenealkanoates - Concepedia

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Unprecedented Stereochemical Reversal from Alkyl to Aryl Substituents in the Johnson-Claisen Rearrangement of Methyl 3-Hydroxy-2-methylenealkanoates

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1996

Year

Deevi Basavaiah, Subramanian Pandiaraju, Marimganti Krishnamacharyulu

Johnson-claisen RearrangementCross-coupling ReactionEngineeringAlkene MetathesisAryl SubstituentsPlausible MechanismOrganic ChemistryCatalysisStereoselective SynthesisChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringUnprecedented Stereochemical Reversal

Abstract

An unprecedented stereochemical reversal from alkyl to aryl substituents in the Johnson-Claisen rearrangement of methyl 3-hydroxy-2-methylenealkanoates with triethyl orthoacetate with a plausible mechanism has been described.