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Chemical properties of marine terpenoids. 1. Some reactions of (6S,10R)-10-bromo-3,11,11-trimethyl-7-methylidenespiro[5,5]undec-2-en-4-one, a sesquiterpenoid from the sea hare Aplysia dactylomela

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Abstract

The structures of products obtained by reductive debromination and CF3COOH- and KOH-induced transformations of natural chamigrane-type sesquiterpenoid (6S,10R)-10-bromo-3,11,11-trimethyl-7-methylidenespiro[5,5]undec-2-en-4-one (dactylone) isolated from the sea hare Aplysia dactylomela were analyzed. The absolute configurations of the reaction products were established by CD spectra taking into account the configuration of the starting dactylone.

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Authors and Affiliations

  1. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 prosp. 100 let Vladivostoku, 690022, Vladivostok, Russian Federation

    E. G. Lyakhova, S. N. Fedorov, L. K. Shubina, O. S. Radchenko, A. I. Kalinovsky, P. S. Dvitrenok & V. A. Stonik

Authors
  1. E. G. Lyakhova
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  2. S. N. Fedorov
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  3. L. K. Shubina
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  4. O. S. Radchenko
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  5. A. I. Kalinovsky
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  6. P. S. Dvitrenok
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  7. V. A. Stonik
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Lyakhova, E.G., Fedorov, S.N., Shubina, L.K. et al. Chemical properties of marine terpenoids. 1. Some reactions of (6S,10R)-10-bromo-3,11,11-trimethyl-7-methylidenespiro[5,5]undec-2-en-4-one, a sesquiterpenoid from the sea hare Aplysia dactylomela . Russian Chemical Bulletin 52, 1022–1026 (2003). https://doi.org/10.1023/A:1024489418232

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