Catalytic Asymmetric Reactions of α-Isocyanoacetates and meso -Aziridines Mediated by an in-Situ-Generated Magnesium Catalytic Method

作者：Dan Li, Linqing Wang, Haiyong Zhu, Lutao Bai, Yuling Yang, Minmin Zhang, Dongxu Yang, Rui Wang · 发表于：Organic Letters · 年份：2019 · DOI：10.1021/acs.orglett.9b01599 · 被引用次数：25 · 研究领域：Chemical Synthesis and Analysis、Asymmetric Synthesis and Catalysis、Synthesis and Catalytic Reactions

A catalytic asymmetric ring-opening reaction between α-isocyanoacetates and meso-aziridines has been realized by developing an in-situ-generated magnesium catalytic method. Chiral oxazoline-OH ligands were employed in the magnesium catalyst and diphenylphosphinamide was improved as a powerful achiral additive in this reaction. The ring-opening products of the desired reaction were obtained in good chemical yields and enantioselectivities. Moreover, these enantio-enriched adducts can be smoothly transformed into tetrahydropyrimidines mediated by a silver salt under mild conditions.