Conclusions
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1.
Selenoesters react readily with a wide variety of organometallic reagents to give saturated ketones in high yields.
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2.
Treatment of alkenyl copper (I) derivatives with selenoesters (or chloroanhydrides) in the presence of hexamethylphosphoramide gives excellent yields of α,β-unsaturated ketones of varying structures.
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3.
The syntheses of the components of the Peach moth pheromoneCarposia niponensis, namely, Z-12-nonadecen-9-one and Z-13-eicosen-10-one, have been described.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimictieskaya, No. 7, pp. 1654–1659, July, 1985.
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Sviridov, A.F., Ermolenko, M.S., Yashunskii, D.V. et al. Selenoesters in organic synthesis. 2. New synthesis of saturated and α,β-unsaturated ketones and the synthesis of the Peach moth pheromone (Carposia niponensis). Russ Chem Bull 34, 1514–1518 (1985). https://doi.org/10.1007/BF00950160
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DOI: https://doi.org/10.1007/BF00950160