116670-95-2Relevant academic research and scientific papers
Sensitized photooxygenation of cholesterol and pseudo-cholesterol derivatives via singlet oxygen
Shuping, Wu,Zhiqin, Jiang,Heting, Li,Li, Yang,Daixun, Zeng
, p. 52 - 60 (2007/10/03)
3-Substituted cholesterols and 7-substituted pseudocholesterols undergo a facile photooxygenation sensitized by 9, 10-dicyanoanthracene (DCA) and lumiflavin (LF) to give similar, oppositely-positioned enol derivatives. Both steroids showed the same reaction pattern associated with the endocyclic 5- and 4-olefin units, respectively. The reaction was proposed to proceed via the ene reaction of singlet oxygen and subsequent rearrangement of the initially formed 5α-hydroperoxides.
