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Stereocontrolled synthesis of the alkaloid (−)-actinidine

  • Chemistry of Natural Compounds and Bioorganic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The alkaloid (−)-actinidine of the iridane series was synthesized using intramolecular [3+2] dipolar cycloaddition of silyl nitronates, generated from (3R/S, 6S)-2,6-dimethyl-3-nitro-8-phenylthioocta-1,77E- and-1,7Z-dienes. The key nitro compounds were obtained from (−)-(S)-citronellol.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 57 Leninsky prosp., 117913, Moscow, Russian Federation

    A. V. Stepanov, A. V. Lozanova & V. V. Veselovsky

Authors
  1. A. V. Stepanov
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  2. A. V. Lozanova
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  3. V. V. Veselovsky
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp 2357–2362, November, 1998.

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Stepanov, A.V., Lozanova, A.V. & Veselovsky, V.V. Stereocontrolled synthesis of the alkaloid (−)-actinidine. Russ Chem Bull 47, 2286–2291 (1998). https://doi.org/10.1007/BF02494297

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  • DOI: https://doi.org/10.1007/BF02494297

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