An intramolecular substitution of hydroperoxy-endoperoxide to a bis-endoperoxide

Kishali N., Sahin E., Kara Y.

ORGANIC LETTERS, cilt.8, sa.9, ss.1791-1793, 2006 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 8 Sayı: 9
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1021/ol060272s
  • Dergi Adı: ORGANIC LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1791-1793
  • Atatürk Üniversitesi Adresli: Evet

Özet

A new and stereospecitic synthesis for bis-endoperoxide has been developed starting from tetrahydronaphthalene. Photooxygenation of tetrahydronaphthalene resulted in the formation of hydroperoxy-endoperoxide. The bromination reaction of hydroperoxy-endoperoxide gave bis-endoperoxide, whose exact configuration has been determined by X-ray analysis. The lowest-energy conformer of bis-endoperoxide is the boat-chair form.