@article{FudickarVomdranLinker2006,
  author    = {Fudickar, Werner and Vomdran, Katja and Linker, Torsten},
  title     = {Auxiliary controlled singlet-oxygen ene reactions of cyclohexenes},
  series = {Tetrahedron},
  volume    = {62},
  journal   = {Tetrahedron},
  number    = {46},
  publisher = {Elsevier},
  address   = {Oxford},
  issn      = {0040-4020},
  doi       = {10.1016/j.tet.2006.07.104},
  pages     = {10639 -- 10646},
  year      = {2006},
  abstract  = {The photooxygenation of homochiral cyclohexene ketals, which are easily available from 2-cyclohexenone and L-tartrates, affords hydroperoxides and after reduction the corresponding allylic alcohols in good yields and high regioselectivities. This can be rationalized by electronic repulsions in a perepoxide intermediate and provides evidence for unfavorable 1,3 diaxial interactions with a dioxolane oxygen atom. Only low stereoselectivities were observed, due to the flexibility of the cyclohexene ring. However, the diastereomers could be separated and after cleavage of the auxiliary, 4-hydroxy-2-cyclohexen-1-one was isolated in enantiomerically pure form, which can serve as a building block for natural product synthesis.},
  language  = {en}
}