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Enantiospecific synthesis of (S)-(+)-3-methylheneicosan-2-one, an analog of the sex pheromone of the German cockroach (Blatella germanica L.) from (?)-(1R,4S)-menthone
Authors:G Yu Ishmuratov  M P Yakovleva  R Ya Kharisov  I M Muslimova  R R Muslukhov  R L Safiullin  G A Tolstikov
Institution:(1) Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054 Ufa, Russian Federation
Abstract:An enantiospecific synthesis of (S)-(+)-3-methylheneicosan-2-one, an analog of the sex pheromone of the German cockroach (Blatella germanica L.), was carried out through selective transformations of (3R,6S)-3,7-dimethyloctane-6-olide obtained from (−)-menthonevia the Baeyer—Villiger reaction. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1071–1073, May, 1997.
Keywords:(S)-(+)-3-methylheneicosan-2-one  pheromone analog  (−  )-(1R  4S)-menthone  (3R  6S)-3  7-dimethyloctane-6-olide  Baeyer—  Villiger  Wittig  and Wacker—  Tsuji reactions
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