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Synthesis and structure of 2,4-di-tert-butyl-1-chloro-6-methyltricyclo[4.1.0.02,7]hept-4-en-3-one

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

The reaction of 2,6-di-tert-butyl-4-dichloromethyl-4-methylcyclohexa-2,5-dien-1-one with (Me3Si)2NNa yielded 2,4-di-tert-butyl-1-chloro-6-methyltricyclo[4.1.0.02,7]hept-4-en-3-one (substituted tropovalene). The structure of the title compound was established by1H and13C NMR spectroscopy and X-ray diffraction analysis.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1642–1645, September, 1997.

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Gavrilova, G.V., Krut'ko, D.P., Gavrilov, A.A. et al. Synthesis and structure of 2,4-di-tert-butyl-1-chloro-6-methyltricyclo[4.1.0.02,7]hept-4-en-3-one. Russ Chem Bull 46, 1565–1568 (1997). https://doi.org/10.1007/BF02502940

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  • DOI: https://doi.org/10.1007/BF02502940

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