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Isoprenylation of carbonyl compounds, esters, and alkoxyacetylenes with 2-dipropylborylmethyl-1,3-butadiene and the synthesis of ipsenol and ipsdienol

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

Conclusions

  1. 1.

    2-Dipropylborylmethyl-1,3-butadiene, the first example of allylboranes with a 1,3-diene system, was synthesized by the reaction of 2-bromomethyl-1,3-butadiene, aluminum, and alkoxy (dipropyl) borane.

  2. 2.

    A convenient method was developed for obtaining dienyl and polyenyl alcohols, ke-tone, and vinyl esters. The method is based on the isoprenylation of carbonyl compounds, esters, and ethoxyacetylene by means of 2-dipropylborylmethyl-1,3-butadiene.

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Authors and Affiliations

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

    Yu. N. Bubnov, M. Yu. Étinger & A. V. Ignatenko

Authors
  1. Yu. N. Bubnov
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  2. M. Yu. Étinger
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  3. A. V. Ignatenko
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1343–1351, June, 1989.

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Bubnov, Y.N., Étinger, M.Y. & Ignatenko, A.V. Isoprenylation of carbonyl compounds, esters, and alkoxyacetylenes with 2-dipropylborylmethyl-1,3-butadiene and the synthesis of ipsenol and ipsdienol. Russ Chem Bull 38, 1226–1233 (1989). https://doi.org/10.1007/BF00957158

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  • DOI: https://doi.org/10.1007/BF00957158

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