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The remarkable role of water during the chemoselective reduction of ketones mediated by metallic aluminium
Authors:Sanjay Bhar  Sharmistha Guha
Affiliation:Department of Chemistry, Organic Chemistry Section, Jadavpur University, Kolkata 700032, India
Abstract:
Diaryl ketones are reduced selectively to the corresponding benzhydrols in good yield by aluminium powder in the presence of sodium hydroxide in the solvent system MeOH:H2O=2:1 whereas dialkyl ketones, α-tetralone, aryl alkyl ketones and cycloalkanones remain mostly unaffected. Interestingly, diaryl ketones remain totally unchanged by the present reagent combination in the absence of water, that is in anhydrous methanol.
Keywords:Solvents and solvent effects   Reduction   Aluminium and compounds
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