Synthesis of 3S-methylundec-1-ylbromide, a key synthon in the synthesis of (S,S,S)-diprionylacetate, from L-(-)-menthol |
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Authors: | G. Yu. Ishmuratov M. P. Yakovleva V. A. Ganieva R. Ya. Kharisov R. R. Gazetdinov A. M. Abulkaramova G. A. Tolstikov |
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Affiliation: | (1) Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, 450054 Ufa, pr. Oktyabrya, 71;(2) Birsk State Social-Pedagogical Academy, 452320, RF, Birsk, ul. Internatsional’naya, 10 |
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Abstract: | Three new approaches to the synthesis of 1-bromo-3S-methylundecane, a key synthon in the synthesis of (S,S,S)-diprionylacetate, a sex pheromone of pine sawflies of the genera Diprion and Neodiprion, were proposed based on chemo-and stereoselective transformations of L-(-)-menthol derivatives. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 73–76, January–February, 2006. |
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Keywords: | L-(-)-menthol 3R-dimethyloctan-6S-olide (mentholactone) 4R-menthenone 1-bromo-3S-methylundecane 2S-acetoxy-3S,7S-dimethylpentadecane [(S,S,S)-diprionylacetate] synthon pheromone synthesis |
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