title: Novel synthesis of optically active bishomotyrosine derivatives using the Friedel-Crafts reaction in triflic acid.
abstract: We report here a novel synthesis of optically active bishomotyrosine. The bishomotyrosine skeleton was constructed by using a Friedel-Crafts reaction between phenol and optically active N-Tfa-Glu(Cl)-OMe in triflic acid under the mild condition. Reduction and subsequent deprotection then afforded bishomotyrosine derivatives without any loss of optical purity.
authors.affiliation: Division of Applied Science, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
authors.forename: Yuta
authors.initials: Y
authors.lastname: Murai
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Hashidoko
authors.forename: Makoto
authors.initials: M
authors.lastname: Hashimoto
mesh_terms: D008698:Mesylates / Q000737:chemistry*; D055620:Optical Phenomena; D010421:Pentanoic Acids / Q000737:chemistry; D013237:Stereoisomerism; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
chemical_list: D008698:Mesylates; D010421:Pentanoic Acids; D014443:Tyrosine; C012077:trifluoromethanesulfonic acid