Collect. Czech. Chem. Commun. 1983, 48, 3444-3454

Reaction of 30-nor-19(20)-lupene derivatives with bromine

Eva Klinotová, Jiří Klinot, Jiří Protiva, Jiří Urban and Alois Vystrčil

Department of Organic Chemistry, Charles University, 128 40 Prague 2


The reaction of 30-nor-19-lupene-3β,28-diol (I) with bromine gives bromo ether III; from the corresponding diacetate II diene IX, unsaturated alcohols VII and VIII and hydroxy ketone XIV were obtained as products of conversion of the primarily formed dibromo derivative VI, depending on the reaction conditions. The structure and configuration of unsaturated alcohols VII and VIII at C(20) is based on 1H and 13C NMR spectra and the different course of their reaction with peracid.