Recent progress in the synthesis of promising bicyclo[4.3.1]decanes by the oxidative rearrangement reaction of bicyclo[4.2.2]decatetraenes

Data on the synthesis of practically important bicyclo[4.3.1]decatrienes based on oxidative transformations of bicyclo[4.2.2]deca-2,4,7,9-tetraenes are summarized. The authors have shown for the first time that the reactions of electrophilic activation of double bonds in bicyclo[4.2.2]deca-2,4,7,9-tetraenes under the action of m-chloroperbenzoic acid are accompanied by oxidative skeletal rearrangement with the formation of bicyclo[4.3.1]deca-2,4,8-triene-7,10-diols. A probable mechanism for the detected rearrangement is proposed. Data on the study of the antitumor properties of the resulting bicyclo[4.3.1]decatrienes are presented, among which samples with high antitumor activity were identified.