Synthesis of the Honey-Bee Attractant 13-Hydroxy-2-oxotridecane |
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| Authors: | G. Yu. Ishmurato M. P. Yakovlev R. Ya. Kharisov O. V. Botsman O. I. Izibairov A. G. Mannapov 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) Bashkir State Agrarian University, 450069 Ufa, ul. 50-let Oktyabrya, 34 |
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| Abstract: | 13-Hydroxy-2-oxotridecane, which is isolated from extract ofEvodia hupehensisDode honey-bee eggs and actively attracts honey bees, is synthesized via ozonolysis of 1-methylcyclododecene and tetradec-13-en-2-one, the product from monoalkylation of the acetoacetic ester with 1-bromo-10-undecene followed bydecarbethoxylation, with further reduction of the intermediate peroxides using NaBH(OAc)3 |
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| Keywords: | bee attractant acetoacetic ester 1-bromo-10-undecene 13-hydroxy-2-oxotridecane bee 1-methylcyclododecene ozonolysis tetradec-13-en-2-one sodium triacetoxyborohydride synthesis |
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