Synthesis of the Pheromones, (E)-3, 7-Dimethyl-2, 7-Octadienyl Propionate, (E)-3, 7-Dimethyl-2-Octene-1, 8-Diol and Frontalin from a Common Intermediate1 |
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Authors: | U P Dhokte A S Rao |
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Institution: | National Chemical Laboratory , Pune, 411008, India |
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Abstract: | Ketal ester 9 has been prepared in five steps from methyl levulinate 4 (scheme 1). The propionate 1, diol 2 and (±) frontalin 3 were prepared from ester 9 employing the routes shown in scheme 2,3 and 4 respectively. The branched chain alkenes 13 and 20 were prepared conveniently from the primary alcohols 11 and 10 following the procedure of S.Wolff. Triethyl phosphonopropionate 7 has been prepared by methylating triethylphosphonoacetate with methyl iodide in the presence of sodium hydride. |
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