Dynamic Kinetic Asymmetric Ring-Opening/Reductive Amination Sequence of Racemic Nitroepoxides with Chiral Amines: Enantioselective Synthesis of Chiral Vicinal …

…, A Vidal, S Rodríguez, FV González

文献索引：Agut, Juan; Vidal, Andreu; Rodriguez, Santiago; Gonzalez, Florenci V. Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5717 - 5722

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被引用次数: 8

摘要

We report a highly diastereoselective synthesis of vicinal diamines by the treatment of nitroepoxides with primary amines and then a reducing agent. When using a chiral primary amine, racemic nitroepoxides are transformed into chiral diamines as a single enantiomers (> 95: 5 er) through a dynamic kinetic asymmetric transformation (DYKAT). The overall process is a one-pot procedure combining the exposure of nitroepoxides to chiral amines ...