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A study in the field of the stereochemistry of cyclic compounds

Communication 35. Synthesis and configuration of the isomers of 7-methoxy-l,2,3,4,4a,9,10,10a-octahydrophenanthrene-1, 2-dicarboxylic acid with a cis-connection of cycles

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    The synthesis of the four possible geometric isomers of 7-methoxy-l,2,3,4,4a,9,10,10a-octahydrophenanthrene-l, 2-dicarboxylic acid with a cis-connection of cycles has been achieved, and their configurations have been proved.

  2. 2.

    The possibility of conversion transformations of the cis-syn-cis-acid (III) has been established; this possibility explains the formation of two isomeric trans-acids (VI) and (V), and the cis-syn-cis-diester (XII).

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Literature cited

  1. V. F. Kucherov, V. M. Andreev, and L. K. Lysanchuk, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk, No.10 (1960).

  2. I. N. Nazarov, V. F. Kucherov, and V. M. Andreev, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk, 715 (1956).

  3. V. M. Andreev, L. K. Lysanchuk, and V. F. Kucherov, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk, No.10 (1960).

  4. I. N. Nazarov and V. F. Kucherov, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk, 298 (1955).

  5. I. N. Nazarov, V. F. Kucherov, and V. M. Andreev, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk, 1091 (1956).

  6. V. F. Kucherov, V. M. Andreev, and I. N. Nazarov, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk, 1244 (1959).

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Kucherov, V.F., Lysanchuk, L.K. & Andreev, V.M. A study in the field of the stereochemistry of cyclic compounds. Russ Chem Bull 9, 1860–1864 (1960). https://doi.org/10.1007/BF00907746

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  • DOI: https://doi.org/10.1007/BF00907746

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