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
Org. Lett., 2004, 6 (25), pp 4675–4678
DOI: 10.1021/ol048227c
Publication Date (Web): November 11, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,
†

 Present address:  Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110.

, yu200@brandeis.edu, ; , jbs20@cam.ac.uk

Abstract

Abstract Image

A new protocol for deoxygenation of various phosphine oxides with retention of configuration is described. The advantage of the new method includes milder conditions and considerably shortened reaction times. Mechanistic studies about the oxygen transfer between the starting phosphine oxide and the sacrificial triphenylphosphine are also presented.

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History

  • Published In Issue December 09, 2004
  • Received September 2, 2004

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