Trisequential Photooxygenation Reaction: Application to the Synthesis of Carbasugars

BARAN, ARİF; Aydin, Gokay; Savran, Tahir; Şahin, Ertan; Balci, Metin

doi:10.1021/ol401823m

Makale Tam Makale Uluslararası 2013

Trisequential Photooxygenation Reaction: Application to the Synthesis of Carbasugars

ARİF BARAN, Gokay Aydin, Tahir Savran, Ertan Şahin, Metin Balci

ORGANIC LETTERS Cilt 15 · Sayı 17 · ss. 4350–4353 · 06.09.2013

DOI ile aç

Özet

4,5-Dimethylenecyclohex-1-ene was subjected to a photooxygenation reaction to introduce oxygen functionalities. The endoperoxide obtained underwent an ene-reaction to form hydroperoxides with 1,3-diene structures. Further addition of singlet oxygen to the diene units resulted in the formation of tricyclic hydroperoxides having three oxygens in the molecule. Cleavage of the oxygen-oxygen bonds followed by epoxidation of the remaining C-C double bond and concomitant ring-opening reaction furnished the isomeric carbasugars.

Atıf için künye

BARAN, A., Aydin, G., Savran, T., Şahin, E., & Balci, M. (2013). Trisequential Photooxygenation Reaction: Application to the Synthesis of Carbasugars. ORGANIC LETTERS, 15(17), 4350–4353. https://doi.org/10.1021/ol401823m

BibTeX

@article{baran2013-66607,
  author = {BARAN, ARİF and Aydin, Gokay and Savran, Tahir and Şahin, Ertan and Balci, Metin},
  title = {Trisequential Photooxygenation Reaction: Application to the Synthesis of Carbasugars},
  journal = {ORGANIC LETTERS},
  year = {2013},
  volume = {15},
  number = {17},
  pages = {4350--4353},
  issn = {1523-7060},
  doi = {10.1021/ol401823m},
  url = {https://akademik.atauni.edu.tr/yayinlar/66607-trisequential-photooxygenation-reaction-application-to-the-synthesis-of}
}