Abstract:
Herein we present a nickel-catalyzed regio- and enantioselective ring opening reaction of 3,4-epoxy amides and esters with aromatic amines as nucleophiles. This method features high regiocontrol, diastereospecific SN 2 reaction pathway, broad substrate scope, and mild reaction conditions, furnishing a wide range of γ-amino acid derivatives in a highly enantioselective manner. Notably, the selective nucleophilic attack to the C-4 position of epoxides is controlled by the directing effect of the pendant carbonyl group.
摘要:
在此,我们介绍了3,4-环氧酰胺和酯与芳香胺作为亲核试剂的镍催化的区域和对映选择性开环反应。该方法具有高度的区域控制性,非对映特异性SN2反应途径,广泛的底物范围,和温和的反应条件,以高度对映选择性的方式提供宽范围的γ-氨基酸衍生物。值得注意的是,对环氧化物的C-4位的选择性亲核攻击通过侧基羰基的引导作用来控制。