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New hydrocarbons in the synthesis of adamantanoids

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Catalytic dimerization of spiro[2.4]hepta-4,6-diene (I) into dispirocyclopropan-5,1'-endotricyclo [5.2.1.02,6]deca-3,8-dien-10,1″-cyclopropane (II) was carried out.

  2. 2.

    It was established that [Rh(CO)2Cl]2 catalyzes transformation of dispirocyclopropan-6,1'-pentacyclo [5.3.0.02,5.03,9.04,8]-decan-10,1″-cyclopropane (XI) into the dimer spiro[2.4]hepta-4,6-diene (II).

  3. 3.

    Upon reduction of dispirocyclopropan-6,l'-pentacyclo[5.3.0.02,5.03,9.04.8]decan-< 10,1″-cyclopropane in the presence of PtO2 1,1,3,3-tetramethyl-1,3-bishomocubane is formed.

  4. 4.

    The possibility of synthesizing adamantane, diamantane, and their derivatives by skeletal isomerization of hydrocarbons obtained from spiro[2.4]hepta-4,6-diene has been shown.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2152–2155, September, 1988.

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Khusnutdinov, R.I., Dokichev, V.A., Galeev, D.K. et al. New hydrocarbons in the synthesis of adamantanoids. Russ Chem Bull 37, 1932–1935 (1988). https://doi.org/10.1007/BF00962518

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  • DOI: https://doi.org/10.1007/BF00962518

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