Publication | Closed Access
Organoaluminum-Promoted Direct Conversion of Aldehydes to the Homologous Ketones or Oxiranes with Diazoalkanes
22
Citations
0
References
1994
Year
Organoaluminum-promoted Direct ConversionHomologous KetonesOrganoaluminum-promoted Single HomologationAromatic AldehydesEngineeringHeterocyclicOrganic ChemistryCatalysisStereoselective SynthesisChemistryHeterocycle ChemistrySynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Organoaluminum-promoted single homologation of aliphatic and aromatic aldehydes with diazoalkanes has been described. Among various organoaluminum reagents, exceptionally bulky methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) is found to be highly effective for the selective transformation of aliphatic aldehydes to homologous ketones, while aluminum tris(2,6-diphenylphenoxide) (ATPH) enables the conversion of various aldehydes to oxiranes with diazomethane.