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Original Articles

New P-Chiral Phosphates, Phosphorothioates and Phosphoroselenothioates

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Pages 287-292 | Published online: 03 Jan 2007

References

  • Stec , W. J. 1983 . Acc. Chem. Res. , 16 : 411 and references cited therein
  • Koole , L. H. , Moody , H. M. and Buck , H. M. 1986 . Rec. Trav. Chim. Pays-Bas , 105 : 96
  • Baraniak , J. and Stec , W. J. J. Chem. Soc. Perkin Trans I , in press
  • Kotynski , A. , Lesiak , K. and Stec , W. J. 1979 . Pol. J. Chem. , 53 : 2403
  • Stec , W. J. 1973 . Bull. Acad. Polon Sci., Ser. Sci. Chim. , 21 : 709
  • HaLL , C. R. and Inch , T. D. 1979 . Phosphorus Sulfur , 7 : 171
  • Sp,Sc)-14, |α|D-82.3° (c 3.23, CHCl3) was dissolved in dioxane and treated with sodium hydride (20% molar excess) under rigorously anhydrous conditions. After two hours the reaction mixture was treated with triethylamnonium acetate buffer (pH 7) and organic compounds were extracted with CHCl3. After standard work-up recovered (Sp,Sc)-14 was isolated by means of column chromatoraphy on silica-gel, m.p. 128-130°C, |α|D-78.5° (c 1.04, CHCl3
  • 31P n.m.r. spectra recorded for reaction mixtures under the conditions of PN→PX conversion did not contain any signals corresponding to pentacoordinated intermediates of type 4 or 4-membered cyclic intermediates of type 7 or 8

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