The reaction of diphenyl(trimethylsilylmethyl)phosphine with carbonyl compounds in the presence of fluorides.

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概要

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• Diphenyl(trimethylsilylmethyl)phosphine (<B>1</B>) was allowed to react with benzophenone in the presence of CsF in <I>N</I>,<I>N</I>-dimethylformamide to give a mixture of methyldiphenylphosphine (<B>2</B>), (2,2-diphenyl-2-trimethylsiloxyethyl)diphenylphosphine (<B>3</B>) and (2-hydroxy-2,2-diphenylethyl)diphenylphosphine (<B>4</B>) in good yield. The use of about 10 mol% of CsF gave <B>3</B> with fairly good selectivity. The reaction with benzaldehyde gave a similar result, but only protodesilylation occurred in the reaction with enolizable carbonyl compounds.

• 公益社団法人 日本化学会の論文

著者

• MITSUDA Noriaki

  Department of Geriatric Medicine, Osaka University Medical School

• Kawashima Takayuki

  Department Of Chemistry Faculty Of Science The University Of Tokyo

• Inamoto Naoki

  Department of Chemistry and Research Centre for Spectrochemistry, Faculty of Science, The University of Tokyo

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