STEREOSPECIFIC SYNTHESIS OF TRANSOID MONO- AND 1,3-DIENE PHEROMONES OF LEPIDOPTERA FROM SECONDARY CYCLOPROPYLCARBINOLS

DOI: 10.1007/BF00958841

Source and publish data:

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 2296 - 2300 (1990)

Update date:2022-08-05

Topics:

Authors:

Cheskis, B. A.

Ivanova, N. M.

Moiseenkov, A. M.

Nefedov, O. M.

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Article abstract of DOI:10.1007/BF00958841

The zinc halide-initiated homoallylic rearrangement of saturated or allylic cyclopropylcarbinols in the presence of trimethylsilyl halides has been employed as the key step in the total synthesis of seven behavioral regulators in twenty insects of the Lepidoptera family, namely 9E-tetradecenol and its acetate, 11E-hexadecenol and its acetate, 11E-hexadecenal, 5E,7E-dodecadienol, and 3E,5E-tetradecadienyl acetate.

Full text of DOI:10.1007/BF00958841

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