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Stereospecific Reduction of Phosphine Oxides to Phosphines by the Use of a Methylation Reagent and Lithium Aluminum Hydride

Tsuneo Imamoto*, Shin-ichi Kikuchi, Tomoya Miura and Yoshiyuki Wada

*Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan, Email:

T. Imamoto, S.-i. Kikuchi, T. Miura, Y. Wada, Org. Lett., 2001, 3, 87-90.

DOI: 10.1021/ol0068041 (free Supporting Information)

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Various phosphine oxides are efficiently reduced by the use of a methylation reagent, followed by lithium aluminum hydride. Optically active P-chirogenic phosphine oxides are reduced with inversion of configuration.

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proposed mechanism

Key Words

reduction of phosphine oxides, LiAlH4

ID: J54-Y2001