A NOVEL AND STEREOSPECIFIC SYNTHESIS OF CONDURITOL-E VIA CYCLOHEXA-3,5-DIENE-1,2-DIOL

Authors
MARAS A SECEN H SUTBEYAZ Y BALCI M
Citation
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
Citations number
23
Categorie Soggetti
Chemistry,"Engineering, Chemical
Journal title
Turkish journal of chemistry → ACNP
ISSN journal
13000527
Volume
20
Issue
4
Year of publication
1996
Pages
341 - 344
Database
ISI
SICI code
1300-0527(1996)20:4<341:ANASSO>2.0.ZU;2-G
Abstract
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.