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Stereocontrolled synthesis of (+)- and (−)-iridomyrmecin from citronellene enantiomers

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

Abstract

Natural (+)-iridomyrmecin and its unnatural enantiomer (−)-iridomyrmecin were synthesized by intramolecular [3+2] dipolar cycloaddition of silyl nitronates that had been generated from the nitro derivatives of (+)- and (−)-citronellenes, respectively.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1683–1687, September, 1997.

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Stepanov, A.V., Veselovsky, V.V. Stereocontrolled synthesis of (+)- and (−)-iridomyrmecin from citronellene enantiomers. Russ Chem Bull 46, 1606–1610 (1997). https://doi.org/10.1007/BF02502949

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  • DOI: https://doi.org/10.1007/BF02502949

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