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Selective Homologation of Ketones and Aldehydes with Diazoalkanes Promoted by Organoaluminum Reagents
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1994
Year
Novel OrganocatalystsOrganoaluminum-promoted Single HomologationEngineeringBiochemistrySelective HomologationNatural SciencesHeterocyclicDiazoalkanes PromotedBulky Methylaluminum BisOrganoaluminum ReagentsOrganic ChemistryChemistryHeterocycle ChemistryEnantioselective SynthesisBiomolecular Engineering
Organoaluminum-promoted single homologation or ring expansion of ketones and aldehydes with diazoalkanes has been described, and 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 homologation of various ketones and aldehydes.