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 OsO 4 dihydroxylation of (+)-conduritol B derivatives. © 2004 Pharmaceutical Society of Japan.