title: Copper(II)-mediated O-arylation of protected serines and threonines.
abstract: An effective protocol toward the O-arylation of β-hydroxy-α-amino acid substrates serine and threonine has been developed via Chan-Lam cross-coupling. This Cu(II)-catalyzed transformation involves benign open-flask conditions that are well-tolerated with a variety of protected (Boc-, Cbz-, Tr-, and Fmoc-) serine and threonine derivatives and various potassium organotrifluoroborates and boronic acids.
authors.affiliation: Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania , 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States.
authors.forename: Mirna
authors.initials: M
authors.lastname: El Khatib
authors.forename: Gary A
authors.initials: GA
authors.lastname: Molander
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D012694:Serine / Q000031:analogs & derivatives* / Q000737:chemistry*; D013912:Threonine / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D001897:Boronic Acids; D013912:Threonine; D012694:Serine; D003300:Copper