A NOVEL SYNTHESIS OF CONDURITOL-C AND CONDURITOL-E VIA P-BENZOQUINONE

SECEN H., MARAS A., SUTBEYAZ Y., BALCI M.

SYNTHETIC COMMUNICATIONS, cilt.22, sa.18, ss.2613-2619, 1992 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 18
  • Basım Tarihi: 1992
  • Doi Numarası: 10.1080/00397919208021660
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2613-2619
  • Atatürk Üniversitesi Adresli: Evet

Özet

A new and stereospecific synthesis for Conduritol-C 8 and Conduritol-E 13a has been developed starting from p-benzoquinone 1. 1,4-oxygen functionalities were introduced in both synthesis by the reduction of dibromo p-benzoquinone 2 with NaBH4. 2,3-oxygen functionalities were introduced by KMnO4 oxidation of 4 for Conduritol C 8. Oxidation of 3 with m-chloroperbenzoic acid gave 9. Acid-catalyzed ring opening reaction of 9 gave 10a which leads to Conduritol-E.