title: Anodic substitution reaction of proline derivatives using the 2,4,6-trimethoxyphenyl leaving group.
abstract: An efficient method for modifying a proline moiety through anodic carbon-carbon bond cleavage is developed. Use of the 2,4,6-trimethoxyphenyl (TMP) moiety as a leaving group at the 5-position allows the incorporation of various functional groups for modification in both the N- and C-terminal direction due to the stability of the N1-C5-C linkage. This approach also enables anodic substitution reactions using reactants with lower oxidation potential compared to N-carbonyl bonds.
authors.affiliation: Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology , 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.
authors.forename: Takao
authors.initials: T
authors.lastname: Shoji
authors.forename: Shokaku
authors.initials: S
authors.lastname: Kim
authors.forename: Keisuke
authors.initials: K
authors.lastname: Yamamoto
authors.forename: Tomomitsu
authors.initials: T
authors.lastname: Kawai
authors.forename: Yohei
authors.initials: Y
authors.lastname: Okada
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Chiba
mesh_terms: D001577:Benzophenones / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011392:Proline / Q000737:chemistry*
chemical_list: D001577:Benzophenones; D002244:Carbon; D011392:Proline