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Original Articles

NOVEL TOCOPHEROL COMPOUNDS IX. SYNTHESIS OF 5a-FUNCTIONALIZED TOCOPHEROLS WITH ORGANOELEMENT SUBSTITUENTS

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Pages 131-145 | Received 03 Jun 1997, Accepted 03 Jul 1997, Published online: 24 Sep 2006

References

  • Halliwell , B. and Gutteridge , J. M. C. 1989 . Free Radicals in Biology and Medicine , Edited by: Traber , M. G. , Cohn , W. and Muller , D. P. R. New York : Oxford University Press . (. Vitamin E in Health and Diseases (L. Packer andJ. Fuchs (eds.), Marcel Dekker, New York, 1993). pp. 35–51.
  • Rosenau , T. , Chen , C. L. and Habicher , W. D. 1995 . J. Org. Chem. , 60 : 8120 – 8121 .
  • Dowd , P. and Zheng , Z. B. 1995 . Proc. Natl. Acad. Sci. U. S. A. , 92 : 8171 – 8175 .
  • Rosenau , T. and Habicher , W. D. 1995 . Tetrahedron , 51 : 7919 – 7926 .
  • Klayman , D. L. , Shine , R. S. and Bauer , J. D. 1972 . J. Org. Chem. , 37 : 1532 – 1537 . The synthesis of N-acyl-thioureas is described in:.
  • Hercouet , A. and LeCorre , M. 1979 . Tetrahedron Lett. , 23 : 2145 – 2148 . A similar approach starting from the much more stable 2-hydroxybenzyl triphenylphosphonium bromide is described in:.
  • Einhorn , C. and Einhorn , J. 1989 . Synthesis , 11 : 787 – 813 . For reviews on sonolysis in preparative organic chemistry see for instance:;T. J. Mason and J. P. Lorimer, Chem. Soc. Rev., 16, 275–311 (1987). A monograph about sonolysis can be found in: S. V. Ley and C. M. R. Low Ultrasound in Synthesis, Springer Verlag, Berlin, Heidelberg, 1989.
  • Aurell , M. J. , Danhui , Y. , Einhorn , J. and Luche , L. L. 1995 . Synlett , 5 : 459 – 460 . For illustrative examples of sonochemically catalyzed reaction with metals see:;L. L. Luche, C. Einhorn, J. Einhorn, J. C. de Souza-Barboza, C. Petrier, C. Dupuy, P. Delair, C. Allavena and T. Tuschl, Ultrasonics, 28, 316–321 (1990)
  • Ando , T. , Sumi , S. , Kawate , T. , Ichihara , J. and Hanafusa , T. 1984 . J. Chem. Soc., Chem. Commun. , : 439 The term sonochemical switching has been introduced by Ando: .
  • Urano , S. , Hattori , Y. , Yamanoi , S. and Matsuo , M. 1992 . Chem. Pharm. Bull. , 28 –1998(1980;S. Brownstein and K. U. Ingold, J. Org. Chem., 54, 561 (1989).
  • IUPAC-IUB Commission on Biochem. Nomenclature (CBN), Arch. Biochim. Biophys. 165 1 11, 1974. IUPAC-IUB Nomenclature of Tocopherols, Eur. J. Biochim. 123, 473–474 (1982).
  • Marsmann , H. , Diehl , P. , Fluck , E. and Kosfeld , R. , eds. 1981 . NMR 17, Basic Principles and Progress , 152 – 158 . Heidelberg : Springer-Verlag . A value in the range from - 5 to 10 ppm was to be expected for tetraalkylsilanes, cf. 29Si-NMR Spectroscopic Results
  • 1991 . CRC Handbook of Phosphorus-31 Nuclear Magnetic Resonance Data , 215 – 217 . Boca Raton : CRC Press . The shift value corresponds favorably with data obtained from similar phosphonium compounds, cf. J. C. Tebby(

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