Low-molecular-mass bioregulators. II. Synthesis of methyl (±)-tetradeca-2E, 4, 5-trienoate—The sex pheromone ofAcanthoscelides obtectus

GG Melikyan, VM Mkrtchyan, KA Atanesyan…

Index: Melikyan, G. G.; Mkrtchyan, V. M.; Atanesyan, K. A.; Azaryan, G. Kh.; Badanyan, Sh. O. Chemistry of Natural Compounds, 1990 , vol. 26, # 1 p. 78 - 82 Khimiya Prirodnykh Soedinenii, 1990 , # 1 p. 96 - 102

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Citation Number: 3

Abstract

Abstract A preparative method has been developed for obtaining methyl (±)-tetradeca-2E, 4, 5-trienoate—the racemate of the sex pheromone of the dried-bean beetle. Using methyl 4- chlorotetradec-5-ynoate as an example, a detailed study has been made of the dependence of the regiochemistry of reduction on the activity of a zinc-copper couple, the methods of its activation, and the acidity of the proton donor.