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In Situ Aerobic Alcohol Oxidation-Wittig Reactions

  • Published : 20010900
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Abstract

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References

  1. Chem. Commun.;X. Sunlett v.67 (a) Blackburn, L.;Wei, X.; Taylor, R. J. K.;(b)Crich, D.; Mo, X.
  2. Org. Chem. v.62 Barret, A. G. M.;Hamprecht, D.;Ohkubo, M. J.
  3. Org. Chem. v.63 Shuto, S.;Niizuma, S.;Matsuda, A. J.
  4. Tetrahedron Lett. v.39 Wei, X.;Taylor, R. J. K.
  5. Tetrahedron Lett. v.40 Davies, S. B.;Mckervey, M. A.
  6. Science;Org. Chem.;Chem. Commun v.287;64 (a) ten Brink, G. J.;Arends, I. W. C. E.;sheldon, R. A.;(b) Marko, I. E.lGiles, P. R.;Tsukazaki, M.;Chelle-Regnaut, I.;Gautier, A.;Brown, S. M.;Belgium, C. J. J.;(c) Dijkman, A.;Arends, I. W. C. E.;Sheldon, R. A.
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  8. Represintative procedure: A mixture of benzyl alcohol(104 mg, 0.91 mmol), $ Cs_2CO_3$ (300mg, 0.91 mmol), ethoxycarbontlmethylenetriphenylphosphorane (368mg, 1.0 mmol), and dichloro(p-cymene)ruthemium (Ⅱ) dimmer (22mg, 0.036mmol) in toluene (4mL) was heated at 55℃ under air for 26 hr. The mixture was diluted with 10mL of ethylacetate and the orgnic later was washed with water twice and brine once. After dry over anhudrous magnesium sulfate and concentration, the crude preduct was purified by column chromatography to afford 113 mg of ester in 72% yield.

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