生物碱 Squaramide 催化的异氰酸酯与 C,N-环亚甲胺的不对称 Ugi 型反应：手性噁唑取代的四氢异喹啉的合成。
Alkaloid Squaramide-Catalyzed Asymmetric Ugi-Type Reaction of Isocyanoacetates with C,N-Cyclic Azomethine Imines: Access to Chiral Oxazole-Substituted Tetrahydroisoquinolines.
机构信息
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering , East China University of Science and Technology , 130 Mei Long Road , Shanghai 200237 , China.
Department of Chemistry , East China Normal University , 3663 North Zhongshan Road , Shanghai 200062 , China.
出版信息
J Org Chem. 2019 Nov 15;84(22):14487-14497. doi: 10.1021/acs.joc.9b01955. Epub 2019 Oct 24.
We reported herein an unexpected alkaloid-derived squaramide-catalyzed asymmetric two-component Ugi-type reaction of α-aryl-substituted isocyanoacetates with C,N-cyclic azomethine imines, which provides concise access to optically active C1-oxazole-substituted tetrahydroisoquinolines in good yields (86-93%) and high enantioselectivities (up to 98% enantiomeric excess) under mild conditions.
我们在此报告了一种意想不到的生物碱衍生的 squaramide 催化的不对称双组分 Ugi 型反应，其中α-芳基取代的异氰基乙酸酯与 C,N-环状亚甲胺亚胺反应，在温和条件下以良好的收率（86-93%）和高对映选择性（高达 98%的对映体过量）提供了简洁的方法来获得光学活性的 C1-噁唑取代的四氢异喹啉。
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