Department of Chemistry, Yonsei University, Seoul 03722, South Korea.
Chem Commun (Camb). 2021 Oct 21;57(84):11052-11055. doi: 10.1039/d1cc04875a.
We report here a silver-catalyzed method for the enantio- and diastereodivergent synthesis of chiral pyroglutamic acid esters with multiple stereocenters. This process proceeds through asymmetric conjugate addition of glycine imine esters to a broad range of β-substituted α,β-unsaturated perfluorophenyl esters followed by lactamization. By leveraging catalyst control and stereospecificity of the 1,4-addition process, all four product stereoisomers containing two adjacent stereocenters are accessible with high stereoselectivity.
我们在此报告了一种银催化方法，用于对映和非对映选择性地合成具有多个手性中心的手性吡咯烷-2,5-二酮酯。该过程通过甘氨酸亚胺酯的不对称共轭加成到广泛的β-取代的α,β-不饱和全氟苯基酯，然后进行内酰胺化。通过利用催化剂控制和 1,4-加成过程的立体特异性，可以以高立体选择性获得所有四种包含两个相邻立体中心的产物立体异构体。
