镍催化的 3,4-环氧酰胺和酯与芳胺的区域和对映选择性开环反应。
Nickel-Catalyzed Regio- and Enantioselective Ring Opening of 3,4-Epoxy Amides and Esters with Aromatic Amines.
机构信息
Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026, P. R. China.
出版信息
Chemistry. 2023 Jun 2;29(31):e202300704. doi: 10.1002/chem.202300704. Epub 2023 Apr 21.
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 S 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.
在此，我们提出了一种镍催化的 3,4-环氧酰胺和酯与芳胺作为亲核试剂的区域和对映选择性开环反应。该方法具有高区域控制、立体选择性 S2 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了广泛的γ-氨基酸衍生物。值得注意的是，环氧的 C-4 位置的选择性亲核进攻由侧链羰基的导向效应控制。
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