A New, Stereoselective Synthesis of<i>cis</i>-3,4-Disubstituted 2-Oxetanones and (<i>Z</i>)-2-Alkenoic Acids - Concepedia

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A New, Stereoselective Synthesis of<i>cis</i>-3,4-Disubstituted 2-Oxetanones and (<i>Z</i>)-2-Alkenoic Acids

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References

1992

Year

Keiji Maruoka, A. B. CONCEPCION, Hisashi Yamamoto

New Synthetic MethodEngineeringMethylaluminum BisOrganic ChemistryCis-4-substituted 3-Trimethylsilyl-2-oxetanonesStereoselective SynthesisChemistryHeterocycle ChemistrySynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering

Abstract

A new synthetic method for preparing cis-4-substituted 3-trimethylsilyl-2-oxetanones and (Z)-2-alkenoic acids has been demonstrated which involves the stereocontrolled cycloaddition of trimethylsilylketene and aldehydes in the presence of methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (MABR).