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

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

Conduritol-E was synthesized starting from cyclohexa-3,5-diene-1,2-diol $1$ in six steps. Acetylation of the diol $(1a)$ followed by bromination gave (2$alpha/1beta$,3$beta$, 4$beta$)-1,2-dibromo-2,3-diacetoxy- 5-cyclohexene $3$ as main product. $KMnO_4$-hydoxylation of the dibromide $3$ followed by acetylation, Zn-elimination and hydrolysis afforded conduritol-E $5a$.

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK