A Chiral Synthesis of <scp>d</scp>-<i>myo</i>-Inositol 1-Phosphate Starting from <scp>l</scp>-Quebrachitol

Abstract

Abstract A naturally occurring optically active cyclitol, l-quebrachitol (1l-2-O-methyl-chiro-inositol), was stereoselectively transformed into myo-inositol derivatives via an oxidation-reduction process. The methyl ether was cleaved chemoselectively with AlCl3–NaI in the presence of a cis-cyclohexylidene moiety with d-myo-inositol 1-phosphate being efficiently obtained.