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Elektronenstoß-induzierte Spaltung der Stilben-Doppelbindung

Syntheses of stilbenes with a C2-sidechain in o-position and of their deuteriated analogues

1. Teil: Synthese von Stilbenen mito-ständiger C2-Seitenkette und deuterierten Analogen

  • Organische Chemie Und Biochemie
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Abstract

Syntheses ofo-(β-aminoethyl)-stilbene-urethanes (types1, 2 and3) ando-(β-phenethyl)-stilbenes4 are described. The urethanes are obtained by degradation of 1-benzyl-1,2,3,4-tetrahydroisoquinolines with ethylchloroformate;4 is synthesized by reduction of desoxybenzoines, followed byo-formylation andWittig-reaction. The deuteriated isotopomers were obtained via the corresponding deuteriated precursors.

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Literatur

  1. Gadamer J., Knoch F., Arch. Pharm. (Weinheim)259, 135 (1921).

    Google Scholar 

  2. Prior S., Dissertation, Regensburg 1980.

  3. Wiegrebe W., Prior S., Mayer K. K., Arch. Pharm. (Weinheim)315, 265 (1982).

    Google Scholar 

  4. Pictet A., Athanasescu B., Ber. dtsch. chem. Ges.33, 2346 (1900).

    Google Scholar 

  5. Dobrowsky A., Monatsh. Chem.82, 122 (1951).

    Google Scholar 

  6. Kametani T., Wakisaka K., Fukumoto K., Yakugaki Zasshi85, 956 (1965), C. A.64, 5042 a.

    Google Scholar 

  7. Seebach D., Corey E. J., J. Org. Chem.40, 231 (1975).

    Google Scholar 

  8. Brown H. C., Heim P., Yoon N. M., J. Org. Chem.37, 2942 (1972).

    Google Scholar 

  9. Muenzen J. B., Cerecedo L. R., Sherwin C. P., J. biol. Chem.68, 504 (1926).

    Google Scholar 

  10. West C. T., Donelly S. J., Kooistra D. A., Doyle M. P., J. Org. Chem.38, 2675 (1973).

    Google Scholar 

  11. Kuck D., Grützmacher H.-F., Org. Mass Spectrom.14, 86 (1979).

    Google Scholar 

  12. Binns F.,King J. A. G.,Percival A.,Robson N. C.,Swan G. A., J. Chem. Soc. C1970, 1134.

  13. Achenbach H., König F., Chem. Ber.105, 784 (1972).

    Google Scholar 

  14. Johnson A. W., Kyllingstad V. L., J. Org. Chem.31, 334 (1966).

    Google Scholar 

  15. Novelli A.,Bonafede J. D.,de Barrio M. C. G., Tetrahedron Lett.1968, 613.

  16. Kaufmann A., Müller H., Ber. dtsch. chem. Ges.51, 123 (1918).

    Google Scholar 

  17. Berçot P., Berçot-Vatteroni M., C. R. Acad. Sci. Paris260, 3099 (1965).

    Google Scholar 

  18. Mayer K. K., Prior S., Wiegrebe W., Monatsh. Chem.117, 533 (1986).

    Google Scholar 

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Authors and Affiliations

  1. Naturwissenschaftliche Fakultät IV — Chemie und Pharmazie, Universität Regensburg, D-8400, Regensburg, Bundesrepublik Deutschland

    Klaus K. Mayer, Silvia Prior & Wolfgang Wiegrebe

Authors
  1. Klaus K. Mayer
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  2. Silvia Prior
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  3. Wolfgang Wiegrebe
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Herrn Prof. Dr.J. Knabe, Saarbrücken, mit den besten Wünschen zum 65. Geburtstag gewidmet.

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Mayer, K.K., Prior, S. & Wiegrebe, W. Elektronenstoß-induzierte Spaltung der Stilben-Doppelbindung. Monatsh Chem 117, 511–532 (1986). https://doi.org/10.1007/BF00810900

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  • DOI: https://doi.org/10.1007/BF00810900

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