Novel and versatile photosensitized oxygenation reaction of α-cedrene

摘要

Three types of photosensitized oxygenations of α-cedrene (CED) were investigated, including: rose bengal(RB)-sensitized photooxygenation of α-cedrene in acetonitrile produced one major stereospecific product (cedr-8-exoen-9α-ol), in which the double bond migrated to an adjacent position, this result demonstrated the singlet oxygen process; 9,10-dicyanoanthrathene (DCA) sensitized photooxygenation led to the formation of cedr-8-en-10β-ol; benzyl (BZ)-sensitized photoepoxidation furnished a stereospecific 8α,9α-cedrene epoxide, this reaction includes radical reaction mechanism.