Nickel-Catalyzed Regio- and Enantioselective Aminolysis of 3,4-Epoxy Alcohols

摘要

The first catalytic regio- and enantioselective aminolysis of 3,4-epoxy alcohols has been accomplished. Under the catalysis of Ni(ClO_4)_2·6H_2O, the C4 selective ring opening of various 3,4-epoxy alcohols proceeded in a stereospecific manner with high regiose-lectivities. 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 enantiose-lectivities (up to 94% ee).