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Coleoptera pheromones 11. Formal synthesis of serricornine from S-(+)-3,7-dimethyl-1,6-octadiene

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

Conclusions

S-(+)-3,7-Dimethyl-1,6-octadiene has been converted via the previously obtained 2S, 5RS-(−)-5,6-isopropylidenedioxy-2,6-dimethylheptanal into SS-(−)-4-methylheptanolide, which is a key intermediate in the synthesis of SSS-4-hydroxy-4,6-dimethylnonan-3-one(serricornine).

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Authors and Affiliations

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

    Nguen Kong Khao, M. V. Mavrov & É. P. Serebryakov

Authors
  1. Nguen Kong Khao
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  2. M. V. Mavrov
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  3. É. P. Serebryakov
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Additional information

Corresponds to part 12 of the series “Terpenes in Organic Synthesis.” For the preceding communication common to both series, see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1361–1364, June, 1989.

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Khao, N.K., Mavrov, M.V. & Serebryakov, É.P. Coleoptera pheromones 11. Formal synthesis of serricornine from S-(+)-3,7-dimethyl-1,6-octadiene. Russ Chem Bull 38, 1243–1246 (1989). https://doi.org/10.1007/BF00957161

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  • DOI: https://doi.org/10.1007/BF00957161

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