Abstract <p>A two-step synthesis of 4-oxohomocamphor was proposed, involving the reaction of camphorquinone with ethyl diazoacetate in the presence of TiCl<sub>4</sub>, followed by decomposition of the intermediate enol ethers. 4-Oxohomocamphor undergoes Michael addition, alkylation, halogenation, and Knoevenagel reactions. The behavior of the synthesized compounds under acidic conditions was investigated. 3,3-Dihydroxy-1,8,8-trimethylbicyclo[3.2.1]octane-2,4-dione was obtained by oxidation of 4-oxohomocamphor with H<sub>2</sub>SeO<sub>3</sub>.</p>

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Synthesis and Some Properties of 4-Оxohomocamphor

  • Kamila R. Nezamutdinova,
  • Pelagia S. Kudryashova,
  • Ilya M. Tkachenko,
  • Yuri N. Klimochkin

摘要

Abstract

A two-step synthesis of 4-oxohomocamphor was proposed, involving the reaction of camphorquinone with ethyl diazoacetate in the presence of TiCl4, followed by decomposition of the intermediate enol ethers. 4-Oxohomocamphor undergoes Michael addition, alkylation, halogenation, and Knoevenagel reactions. The behavior of the synthesized compounds under acidic conditions was investigated. 3,3-Dihydroxy-1,8,8-trimethylbicyclo[3.2.1]octane-2,4-dione was obtained by oxidation of 4-oxohomocamphor with H2SeO3.