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Synthesis of desoxyanteridiol, a lanostane analog of a fungal sex hormone

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

The stereoselective synthesis of aδ-lactone, (22R)-3β-acetoxy-22-hydroxylanosta-8,24(31)-dien-32-oic acid (X), which is the first lanostane analog of the sex hormone ofAchlya aqueous fungi, was carried out by means of 1,3-dipolar addition of nitrile oxides to lanostane olefin (I) through (22R)-isoxazoline (III) as a key intermediate.

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Authors and Affiliations

  1. N. D. Zellnskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    R. K. Tkhaper, I. G. Reshetova, A. V. Kamernitskii & R. P. Litvinovskaya

  2. Institute of Bioorganic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk

    R. K. Tkhaper, I. G. Reshetova, A. V. Kamernitskii & R. P. Litvinovskaya

Authors
  1. R. K. Tkhaper
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  2. I. G. Reshetova
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  3. A. V. Kamernitskii
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  4. R. P. Litvinovskaya
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 969–972, April, 1991.

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Tkhaper, R.K., Reshetova, I.G., Kamernitskii, A.V. et al. Synthesis of desoxyanteridiol, a lanostane analog of a fungal sex hormone. Russ Chem Bull 40, 864–867 (1991). https://doi.org/10.1007/BF00958595

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  • DOI: https://doi.org/10.1007/BF00958595

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