title: 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.
authors.affiliation: Research and Education Center for Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama-cho, Ikoma, Nara 630-0101, Japan.
authors.forename: Shintaro
authors.initials: S
authors.lastname: Saito
authors.forename: Rumiko
authors.initials: R
authors.lastname: Shimazawa
authors.forename: Ryuichi
authors.initials: R
authors.lastname: Shirai
mesh_terms: D003511:Cyclohexanols / Q000138:chemical synthesis* / Q000378:metabolism; D053138:Cyclohexenes; D005947:Glucose / Q000138:chemical synthesis* / Q000378:metabolism; D006900:Hydroxylation; D007295:Inositol Phosphates / Q000138:chemical synthesis* / Q000302:isolation & purification* / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D003511:Cyclohexanols; D053138:Cyclohexenes; C490694:D-myo-inositol 3,4,5,6-tetrakisphosphate; D007295:Inositol Phosphates; C090988:conduritol B; D005947:Glucose