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Stereospecific Deoxygenation of Phosphine Oxides with Retention of Configuration Using Triphenylphosphine or Triethyl Phosphite as an Oxygen Acceptor

Hai-Chen Wu, Jin-Quan Yu and Jonathan B. Spencer*

*Department of Chemistry, Cambridge University, Cambridge CB2 1EW, United Kingdom, Email: jbs20cam.ac.uk

H.-C. Wu, J.-Q. Yu, J. B. Spencer, Org. Lett., 2004, 6, 4675-4678.

DOI: 10.1021/ol048227c (free Supporting Information)


Abstract

A new, mild protocol for deoxygenation of various phosphine oxides with retention of configuration is described. Mechanistic studies regarding the oxygen transfer between the starting phosphine oxide and triphenylphosphine are also presented.

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Key Words

Desoxygenation, Phosphine Oxides, Phosphines, Silanes, Triethylphosphite, Triphenylphosphine


ID: J54-Y2004-1070