Synthesis of dl-sirenin and dl-isosirenin

UT Bhalerao, JJ Plattner…

Index: Bhalerao,U.T. et al. Journal of the American Chemical Society, 1970 , vol. 92, p. 3429 - 3433

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Citation Number: 54

Abstract

Abstract: A synthetic route to dl-sirenin and dl-isosirenin was achieved using the following sequence. 5-Bromovaleric acid on treatment with triphenylphosphine gave the phosphonium salt; Wittig reaction using this salt and 6-methyl-5-hepten-2-one gave the Cla- diene acid, 6, 10-dimethyl-5, 9-undecadienoic acid, as a mixture of cis and trans isomers. Conversion to acid chloride and treatment with diazomethane gave the diazo ketone ...