State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu-chongzhi Road, Shanghai 201203, China.
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, 1088 Xueyuan Boulevard, Shenzhen 518055, China.
Org Lett. 2021 Jan 15;23(2):571-577. doi: 10.1021/acs.orglett.0c04099. Epub 2020 Dec 29.
A highly enantioselective rhodium-catalyzed intermolecular hydroarylation of α-aminoalkyl acrylates using water as a direct proton source has been realized by employing a chiral bicyclo[3.3.0] diene ligand, allowing efficient access to a broad range of α-aryl-methyl-substituted β-, γ-, and δ-amino esters with excellent enantioselectivities (up to 98% ee) under exceptionally mild conditions. By utilizing this method, a series of structurally interesting benzo-fused heterocyclic molecules and the corresponding β-, γ-, and δ-amino acids are facilely constructed.
通过使用手性双环[3.3.0]二烯配体，实现了一种高对映选择性的铑催化的α-氨基烷基丙烯酸盐的分子间水相芳基化反应，该反应以水作为直接质子源，在非常温和的条件下，以优异的对映选择性（高达 98%ee）高效获得了广泛的α-芳基-甲基取代的β-、γ-和δ-氨基酯。利用该方法，可方便地构建一系列结构有趣的苯并稠合杂环分子和相应的β-、γ-和δ-氨基酸。
