Transformation of esters into allyl halides via substituted cyclopropanols. Application in the synthesis of (2S,3R,7R/S)-3,7-dimethyltridec-2-yl acetate and propionate, sex attractants of pine sawfly Diprion pini |
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| Authors: | Andrey V Bekish |
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| Institution: | Department of Organic Chemistry, Belarusian State University, Fr. Scaryny Av. 4, 220050 Minsk, Belarus |
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| Abstract: | A convenient new approach to the synthesis of the acetate and the propionate of (2S,3R,7R/S)-3,7-dimethyltridecan-2-ol, sex attractants of Diprion pini L., using the cyclopropanation of the ethoxycarbonyl group in O-THP protected ethyl (S)-lactate with ethylmagnesium bromide in the presence of titanium(IV) isopropoxide followed by C-2-C-3 cyclopropane ring opening as the key steps has been performed. |
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| Keywords: | Cyclopropanols Titanacyclopropanes (S)-Lactic acid Pheromones Pine sawfly |
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