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Synthesis of (S)-6-methylhept-5-en-2-ol, the aggregation pheromone ofGnathotrichus sulcatus |
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| Authors: | G Yu Ishmuratov R Ya Kharisov M P Yakovleva R R Muslukhov E G Galkin V S Shmakov T V Khakimova 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 enantioselective (ee−50%) four-step synthesis of (S)-6-methylhept-5-en-2-ol (“sulcatol”), which is the aggregation pheromone ofGnathotrichus sulcatus, from 3S,7-dimethylocta-1,6-diene was developed. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 713–717, April, 2000. |
| Keywords: | linear isoprenoids (S)-6-methylhept-5-en-2-ol aggregation pheromone ambrosia beetle 3S 7-dimethyloct-6-en-2-one Baeyer— Villiger reaction peroxy acid epoxidation (2S 5R/S)-2-acetoxy-5 6-dibromo-6-methylheptane 4S 5 7 7-tetramethyl-6 8-dioxabicyclo[3 2 1]octane |
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