title: Nickel-catalyzed regio- and enantioselective aminolysis of 3,4-epoxy alcohols.
abstract: The first catalytic regio- and enantioselective aminolysis of 3,4-epoxy alcohols has been accomplished. Under the catalysis of Ni(ClO4)2·6H2O, the C4 selective ring opening of various 3,4-epoxy alcohols proceeded in a stereospecific manner with high regioselectivities. Furthermore, with the Ni-BINAM catalytic system the enantioselective ring opening of 3,4-epoxy alcohols furnished various γ-hydroxy-δ-amino alcohols as products with complete regiocontrol and high enantioselectivities (up to 94% ee).
authors: †Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
authors: Chuan
authors: C
authors: Wang
authors: †Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.|‡Molecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487-8501, Japan.
authors: Hisashi
authors: H
authors: Yamamoto
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000588:Amines; D004852:Epoxy Compounds; D009532:Nickel