| Abstract
| - The various inositol polyphosphates have been found to trigger many important biological processes.Although the knowledge of this phosphoinositide signaling system has been discovered in the past10 years, many factors remain unclear. For this reason, there is an increased demand for suppliesof d-myo-inositol and particularly of novel analogues to investigate these biological mechanisms inmore detail. Herein, we report the efficient syntheses of all diastereoisomers of inositol startingwith 6-O-acetyl-5-enopyranosides. Conversion of 6-O-acetyl-5-enopyranosides into the correspondingsubstituted cyclohexanones (Ferrier-II rearrangement) was found to proceed efficiently with acatalytic amount of palladium dichloride. Stereoselective reduction of β-hydroxy ketones obtainedprovided the precursors to all inositol diastereoisomers in good to excellent yields and with highstereoselectivities. Good accessibility of these enantiomerically pure inositol diastereoisomers resultsin the efficient syntheses of d-myo-inositol 1,4,5-trisphosphate and d-myo-inositol 1,3,4,5-tetrakisphosphate.
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