A novel and stereospecific synthesis of conduritol-E via cyclohexa-3,5-diene-1,2-diol

Maras A., Secen H., SUTBEYAZ Y., BALCI M.

TURKISH JOURNAL OF CHEMISTRY, cilt.20, sa.4, ss.341-344, 1996 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 20 Sayı: 4
  • Basım Tarihi: 1996
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.341-344
  • Atatürk Üniversitesi Adresli: Evet

Özet

Conduritol-E was synthesized starting from cyclohexa-3,5-diene-1,2-diol la in six steps. Acetylation of the diol la followed by bromination gave (2 alpha/1 beta, 3 beta, 4 beta)-1,2-dibromo-2,3-diacetoxy-5-cyclohexene 3 as main product. KMnO4-hydoxylation of the dibromide 3 followed by acetylation, Zn-elimination and hydrolysis afforded conduritol-E 5a.