Abstract
A new route, based on the partial ozonolysis of ω-acetyl derivatives of alk-1-en-4-ynes, is proposed for the synthesis of 11RS-hydroxydodec-3Z-enoic acid, the cyclization of which gives dodec-3Z-en-11RS-olide (ferrulactone II) — a racemic analogue of one of the macrolide components of the aggregation pheromone of the rust-red grain beetle.
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Institute of Organic Chemistry, Urals Branch, Russian Academy of Science,s Ufa. Translated from Khimiya Prirodnykh Soedinenii, Nos. 3,4, pp. 423–429, May–August, 1992.
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Odinokov, V.N., Ishmuratov, G.Y., Botsman, L.P. et al. Insect pheromones and their analogues XL. Synthesis of dodec-3Z-EN-11RS-olide (ferrulactone II — A racemic analogue of a component of the aggregation pheromone of Cryptolestes ferrugineus. Chem Nat Compd 28, 369–374 (1992). https://doi.org/10.1007/BF00630261
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DOI: https://doi.org/10.1007/BF00630261