title: Synthesis of all possible regioisomers of scyllo-inositol phosphate.
abstract: scyllo-Inositol is the all equatorial stereoisomer of myo-inositol. All possible 12 regioisomers of scyllo-inositol phosphate were synthesized for the first time via a scyllo-inositol benzoate intermediate, which was derived from a myo-inositol derivative. The stereoinversion of myo-inositol into scyllo-inositol was accomplished by Mitsunobu reaction of the vicinal cis-diol. The requisite intermediates, scyllo-inositol benzoates were obtained by benzoyl migration or random benzoylation, and phosphorylated to give scyllo-IPn.
authors.affiliation: Department of Chemistry, Pohang University of Science and Technology, South Korea. skchung@postech.ac.kr
authors.forename: S K
authors.initials: SK
authors.lastname: Chung
authors.forename: Y U
authors.initials: YU
authors.lastname: Kwon
authors.forename: Y T
authors.initials: YT
authors.lastname: Chang
authors.forename: K H
authors.initials: KH
authors.lastname: Sohn
authors.forename: J H
authors.initials: JH
authors.lastname: Shin
authors.forename: K H
authors.initials: KH
authors.lastname: Park
authors.forename: B J
authors.initials: BJ
authors.lastname: Hong
authors.forename: I H
authors.initials: IH
authors.lastname: Chung
mesh_terms: D007294:Inositol / Q000138:chemical synthesis / Q000737:chemistry; D007295:Inositol Phosphates / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007295:Inositol Phosphates; D007294:Inositol