Organoboranes for synthesis. 3. oxidation of organoboranes with aqueous chromic acid. a convenient synthesis of ketones from alkenes via hydroboration

作者: Herbert C. Brown , Chandra P. Garg

DOI: 10.1016/S0040-4020(01)88153-9

关键词: AlkeneCyclopentanoneChemistryAlcoholKetoneOrganic chemistryChromic acidReaction intermediateHydroborationCyclopentene

摘要: Abstract Organoboranes react with alkaline hydrogen peroxide to provide a wide variety of alcohols. These alcohols can be taken up in ether solvent and converted without isolation into the corresponding ketones by treatment chromic acid. also oxidized directly acid ketones. The oxidation organoboranes provides new, convenient procedure for synthesis α-substituted cycloalkanones via hydroboration. conversion proceeds through intermediate alcohol. Representative α-methylcycloalkanones have been prepared from alkenes hydroboration, followed oxidation.

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