STEREOSELECTIVE SYNTHESIS OF INOSITOL PHOSPHATES

Pseudomonas putida oxidation of benzene affords cis-3,5-cyclohexadiene-l,2-diol (1) which serves as a novel precursor for the syntheses of several natural products including (+)-pinitol, (+)-conduritol F, D-(-)-myo-inositol 1,4,5-trisphosphate and D-mya-inositol 1-phosphate. The versatility of this approach is further demonstrated by the preparation of other functionalised cyclitol derivatives, in particular 6-deoxy, 6-deoxy-6-fluoro, 6-deoxy-6-methyl and 6-methyl inositol 1,4,5-trisphosphates. © 1990, IUPAC.