Turkish Journal of Chemistry
DOI
-
Abstract
Conduritol-E was synthesized starting from cyclohexa-3,5-diene-1,2-diol {\bf 1a} in six steps. Acetylation of the diol {\bf 1a} followed by bromination gave (2\alpha/1\beta, \,\, 3\beta, \,\, 4\beta)-1,2-dibromo-2,3- diacetoxy- 5-cyclohexene {\bf 3} as main product. KMnO_{4}-hydoxylation of the dibromide {\bf 3} followed by acetylation, Zn-elimination and hydrolysis afforded conduritol-E {\bf 5a}.
Keywords
cyclohexa-3, 5-diene-1, 2-diol, bromination, conduritol-E, conduritol-E tetraacetate.
First Page
341
Last Page
344
Recommended Citation
MARAS, Ahmet; SECEN, Hasan; SÜTBEYAZ, Yasar; and BALCI, Metin (1996) "A Novel and Stereospecific Synthesis of Conduritol-E via Cyclohexa-3,5-diene-1,2-diol," Turkish Journal of Chemistry: Vol. 20: No. 4, Article 12. Available at: https://journals.tubitak.gov.tr/chem/vol20/iss4/12