Diastereoselective Synthesis of D- and L-myo-Inositol 3,4,5,6-Tetrakisphosphates from D-Glucose via Dihydroxylation of (+)-Conduritol B Derivatives

Abstract

Syntheses of D- and L-myo-inositol 3,4,5,6-tetrakisphosphates were achieved via diastereoselective 1,2-addition of vinylcopper reagent with the chiral aldehyde prepared from 1,2,5,6-diisopropylidene-D-glucose, ring-closing metathesis of 1,7-diene with Grubbs catalyst followed by catalytic OsO₄ dihydroxylation of (+)-conduritol B derivatives.