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Effective synthesis of (4r,8r)- and (4r,8s)-enantiomers of 4,8-dimethyldecanal, the aggregational pheromone of the beetlesTeibolium confusum andTribolim castaneum

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

Conclusions

  1. 1.

    The effective synthesis of optically pure (4R,8R)-(−)-4,8-dimethyldecanal, the aggregational pheromone of meal worms, and of its Synergist, (4R,8S)-(+)-4,8-dimethyldecanal, is described.

  2. 2.

    The readily available (R)-(+)-4-methyl-5-acetoxyvaleric acid was used for the first time as a chiral source for the synthesis of optically active natural compounds.

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Authors and Affiliations

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

    B. A. Cheskis, K. V. Lebedeva & A. M. Moiseenkov

Authors
  1. B. A. Cheskis
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  2. K. V. Lebedeva
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  3. A. M. Moiseenkov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 865–871, April, 1988.

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Cheskis, B.A., Lebedeva, K.V. & Moiseenkov, A.M. Effective synthesis of (4r,8r)- and (4r,8s)-enantiomers of 4,8-dimethyldecanal, the aggregational pheromone of the beetlesTeibolium confusum andTribolim castaneum . Russ Chem Bull 37, 745–751 (1988). https://doi.org/10.1007/BF01455492

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  • DOI: https://doi.org/10.1007/BF01455492

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