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Synlett 1991; 1991(9): 645-646
DOI: 10.1055/s-1991-20826
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Enantiocontrolled Total Synthesis of Conduritols:1 (+)-Conduritol E and (-)-Conduritol F

Tomas Hudlicky* , John D. Price, Horacio F. Olivo
  • *Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061, USA
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Publication Date:
07 March 2002 (online)

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Conduritols (+)-E, and (-)-F have been synthesized from bromobenzene in an efficient and enantiocontrolled fashion. Microbial oxidation of bromobenzene affords diene diol 2 [(1S,2S)-3-bromo-3,5-cyclohexadiene-1,2-diol] possessing the requisite cis-diol moiety of the above conduritols. Complete stereocontrol in the introduction of subsequent hydroxyls has been achieved.