Some Transformative Reactions of Odollactone

Oxidative rearrangement of odollactone has been carried out with hydrogen peroxide containing p-toluene sulphonic acid in dichloromethane. The products obtained were characterised by chemical transformation using selenium dioxide in acetic acid, sodium dichromate in acetic acid and Li in ethylenediamine followed by spectral analysis. The introduction of olefinic double bond at AB-ring juncture influences the cleavage of γ-lactone ring to the diol in contrast to the parent odollactone that gives the carboxylic acid.