Synthesis of 3-fluoro-3-aryl oxindoles: Direct enantioselective α arylation of amides
Type
ArticleAuthors
Wu, LinglinFalivene, Laura
Drinkel, Emma E.
Grant, Sharday
Linden, Anthony
Cavallo, Luigi
Dorta, Reto
KAUST Department
Biological and Environmental Sciences and Engineering (BESE) DivisionChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date
2012-02-06Print Publication Date
2012-03-19Date
2012-02-06Abstract
Modus operandi: Catalytic access to the title compounds through a new asymmetric α-arylation protocol is reported (see scheme). These products are formed in good yields and excellent enantioselectivities by using a new and easily synthesized chiral N-heterocyclic carbene (NHC) ligand. Advanced DFT calculations reveal the properties of the NHC ligand and the mode of operation of the catalyst. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.Citation
Wu, L., Falivene, L., Drinkel, E., Grant, S., Linden, A., Cavallo, L., & Dorta, R. (2012). Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective α Arylation of Amides. Angewandte Chemie International Edition, 51(12), 2870–2873. doi:10.1002/anie.201200206Publisher
WileyJournal
Angewandte ChemieDOI
10.1002/anie.201200206Relations
Is Supplemented By:- [Dataset]
Wu, L., Falivene, L., Drinkel, E., Grant, S., Linden, A., Cavallo, L., & Dorta, R. (2012). CCDC 861317: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccxx8fh. DOI: 10.5517/ccxx8fh HANDLE: 10754/624669 - [Dataset]
Wu, L., Falivene, L., Drinkel, E., Grant, S., Linden, A., Cavallo, L., & Dorta, R. (2012). CCDC 861318: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccxx8gj. DOI: 10.5517/ccxx8gj HANDLE: 10754/624670