Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride

Lidija Bondarenko-Gheorghiu, Ljubinka Lorenc, Mihailo Mihailovi]
2000 Journal of the Serbian Chemical Society  
The Diels-Alder adduct (!), obtained by cycloaddition of 7-dehydrocholesteryl acetate () and maleic anhydride ( ), was heated at ca. ' o C with a large excess of lead tetraacetate in pyridine solution for 5 h. Under these conditions, compound ! underwent lactonization with the participation of the olefinic D $ -double bond to give two isomeric monolactone derivatives, ' and (in a total yield of ca. 6%), and the bislactone product (in 11.5% yield). The starting material was recovered in 36% yield.
more » ... covered in 36% yield.
doi:10.2298/jsc0003147b fatcat:3yxku5qpmbedfmketlquka32ly