A. Maras et al., A NOVEL AND STEREOSPECIFIC SYNTHESIS OF CONDURITOL-E VIA CYCLOHEXA-3,5-DIENE-1,2-DIOL, Turkish journal of chemistry, 20(4), 1996, pp. 341-344
Conduritol-E was synthesized starting from cyclohexa-3,5-diene-1,2-dio
l 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-cycl
ohexene 3 as main product. KMnO4-hydoxylation of the dibromide 3 follo
wed by acetylation, Zn-elimination and hydrolysis afforded conduritol-
E 5a.