An Efficient and Stereoselective Total Synthesis of (+/-)-Serricornine |
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Authors: | R A Pilli M M Murta |
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Institution: | Universidade Estadual de Campinas , Instituto de Quimica , C.P. 6154, 13081, Campinas, SP, Brasil |
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Abstract: | An efficient and stereoselective total synthesis of (+/-)-serricornine (1) the sex pheromone produced by the female cigarette beetle Lasioderma serricorne F, is described. (3SR, 5SR, 6SR)-6-Ethyltetrahydro-3,5-dimethyl-2H-pyran-2-one (10) is prepared in 65% yield through lactonization of a 1:1 mixture of C-2 epimers of the corresponding esters. |
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