Novel and Versatile Photosensitized Oxygenation Reaction of α-Cedrene

Author(s): Weiping Wu, Feng An, Zhengsong Geng, Ronghua Zhang, Zhiqin Jiang

Journal Name: Letters in Organic Chemistry

Volume 10 , Issue 3 , 2013

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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.

Keywords: Sensitized photooxygenation, α-cedrene, singlet oxygen, electron transfer, regioselectivity

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Article Details

Year: 2013
Published on: 31 March, 2013
Page: [223 - 227]
Pages: 5
DOI: 10.2174/1570178611310030015
Price: $65

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