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- Title
Rhodium-Catalyzed Enantioselective Reductive Arylation: Convenient Access to 3,3-Disubstituted Oxindoles.
- Authors
Jang, Young Jin; Larin, Egor M.; Lautens, Mark
- Abstract
A rhodium-Josiphos(L*) catalyzed enantioselective intramolecular hydroarylation reaction is described. The reductive cyclization of o-bromoaniline-derived acrylamides provides convenient access to 3,3-disubstituted oxindoles in good yields and with excellent enantioselectivity across a range of substrates. We propose that the key cyclization proceeds via a rhodium(III) intermediate. Overall, this method represents an unusual mode of reactivity for rhodium catalysis and is complementary to palladium(0)-catalyzed α-arylation methods.
- Subjects
RHODIUM; CATALYSIS; ENANTIOSELECTIVE catalysis; OXINDOLES; ACRYLAMIDE
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 39, p12089
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201704922