Bulletin of the Chemical Society of Japan p. 708 - 710 (1991)
Update date:2022-08-02
Topics:
Kawashima, Takayuki
Mitsuda, Noriaki
Inamoto, Naoki
Diphenyl(trimethylsilylmethyl)phosphine (1) was allowed to react with benzophenone in the presence of CsF in N,N-dimethylformamide to give a mixture of methyldiphenylphosphine (2), (2,2-diphenyl-2-trimethylsiloxyethyl)diphenylphosphine (3) and (2-hydroxy-2,2-diphenylethyl)diphenylphosphine (4) in good yield.The use of about 10 molpercent of CsF gave 3 with fairly good selectivity.The reaction with benzaldehyde gave a similar result, but only protodesilylation occurred in the reaction with enolizable carbonyl compounds.
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