title: Chiral copper(II) complex-catalyzed reactions of partially protected carbohydrates.
abstract: Catalyst-controlled regioselective functionalization of partially protected saccharide molecules is a highly important yet under-developed area of carbohydrate chemistry. Such reactions allow for the reduction of protecting group manipulation steps required in syntheses involving sugars. Herein, an approach to these processes using enantiopure copper-bis(oxazoline) catalysts to control couplings of electrophiles to various partially protected sugars is reported. In a number of cases, divergent regioselectivity was observed as a function of the enantiomer of catalyst that is used.
authors.affiliation: Department of Chemistry, Yale University , P.O. Box 208107, New Haven, Connecticut 06520, United States.
authors.forename: C Liana
authors.initials: CL
authors.lastname: Allen
authors.forename: Scott J
authors.initials: SJ
authors.lastname: Miller
mesh_terms: D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D002241:Carbohydrates; D009942:Organometallic Compounds; D003300:Copper