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- Title
Organocatalytic Asymmetric Addition of Naphthols and Electron-Rich Phenols to Isatin-Derived Ketimines: Highly Enantioselective Construction of Tetrasubstituted Stereocenters.
- Authors
Montesinos-Magraner, Marc; Vila, Carlos; Cantón, Rubén; Blay, Gonzalo; Fernández, Isabel; Muñoz, M. Carmen; Pedro, José R.
- Abstract
A quinine-derived thiourea organocatalyst promoted the highly enantioselective addition of naphthols and activated phenols to ketimines derived from isatins. The reaction afforded chiral 3-amino-2-oxindoles with a quaternary stereocenter in high yields (up to 99 %) with excellent enantioselectivity (up to 99 % ee). To the best of our knowledge, this transformation is the first highly enantioselective addition of naphthols to ketimines.
- Subjects
ORGANOCATALYSIS; NAPHTHOL; PHENOLS; ISATIN; ENANTIOSELECTIVE catalysis
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 21, p6418
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201501273