Novel and Versatile Photosensitized Oxygenation Reaction of alpha-Cedrene

作者：Wu, Weiping; An, Feng; Geng, Zhengsong; Zhang, Ronghua^*; Jiang, Zhiqin

来源：Letters in Organic Chemistry, 2013, 10(3): 223-227.

DOI：10.2174/1570178611310030015

• Sensitized photooxygenation
• alpha-cedrene
• singlet oxygen
• electron transfer
• regioselectivity

Three types of photosensitized oxygenations of alpha-cedrene (CED) were investigated, including: rose bengal(RB)-sensitized photooxygenation of alpha-cedrene in acetonitrile produced one major stereospecific product (cedr-8-exoen-9 alpha-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-10 beta-ol; benzyl (BZ)-sensitized photoepoxidation furnished a stereospecific 8 alpha,9 alpha-cedrene epoxide, this reaction includes radical reaction mechanism.

• 出版日期2013-3
• 单位同济大学