Enantioselective Isocyanide-based Multicomponent Reaction with Alkylidene Malonates and Phenols
Mingyi Jiang1, Kaiqi Hu1, Yuqiao Zhou1
1Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Abstract:
A highly enantioselective isocyanide-based multicomponent reaction catalyzed by a chiral N,N'-dioxide/MgII complex was reported. A wide range of substrates were tolerated in this reaction, including alkyl- and aryl-substituted isocyanides with alkylidene malonates and various phenols, affording the corresponding phenoxyimidate products in good to excellent yields (up to 94% yield) with good to excellent enantioselectivities (up to 95.5:4.5 er). A catalytic cycle and transition state were proposed to rationalize the reaction process and enantiocontrol.
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