Enantioselective β-Protonation by a Cooperative Catalysis Strategy.

J Am Chem Soc

Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, Silverman Hall, Evanston, Illinois 60208, United States.

Published: May 2015

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.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4492478PMC
http://dx.doi.org/10.1021/jacs.5b02887DOI Listing

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