Wang Michael H, Cohen Daniel T, Schwamb C Benjamin, Mishra Rama K, Scheidt Karl A
Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, Silverman Hall, Evanston, Illinois 60208, United States.
J Am Chem Soc. 2015 May 13;137(18):5891-4. doi: 10.1021/jacs.5b02887. Epub 2015 May 4.
An enantioselective N-heterocyclic carbene (NHC)-catalyzed β-protonation through the orchestration of three distinct organocatalysts has been developed. This cooperative catalyst system enhances both yield and selectivity, compared to only the NHC-catalyzed process. This new method allows for the efficient conversion of a large scope of aryl-oxobutenoates to highly enantioenriched succinate derivatives and demonstrates the benefits of combining different activation modes in organocatalysis.
通过三种不同有机催化剂的协同作用,开发了一种对映选择性N-杂环卡宾(NHC)催化的β-质子化反应。与仅NHC催化的过程相比,这种协同催化体系提高了产率和选择性。这种新方法能够将多种芳基氧代丁烯酸酯高效转化为高对映体富集的琥珀酸衍生物,并证明了在有机催化中结合不同活化模式的优势。