Stereospecific reduction of phosphine oxides to phosphines by the use of a methylation reagent and lithium aluminum hydride

Organic Letters

Volumn 3, Issue 1, 2001, Pages 87-90

  Imamoto, Tsuneo ^a   Kikuchi, Shin Ichi ^a   Miura, Tomoya ^a   Wada, Yoshiyuki ^a  

^a CHIBA UNIVERSITY   (Japan)

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ARTICLE;

EID: 0002926693     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0068041     Document Type: Article

References (48)

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27. 4, and evaporated under reduced pressure. The residue was passed through a column of basic alumina using degassed ether. The eluent was evaporated to leave practically pure phosphine or phosphine-borane.
28. 2 = 14.1 min).
29. 1/2 (20 °C) = 9.7 y. These results indicate that the formed phosphine itself is stereochemically stable under these reaction conditions in the reaction system.
30. 4 under the same conditions resulted in recovery of the starting phosphine oxide.
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32. 16
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48. A very small amount (< 1%) of the meso isomer of 2 was detected by HPLC analysis.