Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 11, Pages 5871-5875Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202015175
Keywords
asymmetric catalysis; heterocycles; hydrogen bonds; organocatalysis; rearrangement
Categories
Funding
- National Natural Science Foundation of China [91956114]
- Research Grants Council of Hong Kong [16302617, 16302318]
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A catalytic enantioselective variant of oxidative rearrangement of indoles to access oxindoles has been developed using chiral phosphoric acid catalysis, providing a rapid access to a range of enantioenriched spirooxindoles with high enantioselectivity controlled by dynamic kinetic resolution.
Oxidative rearrangement of indoles to access oxindoles has been used as a key step in complex molecule synthesis. We report a catalytic enantioselective variant of this transformation by chiral phosphoric acid catalysis, providing rapid access to a range of enantioenriched spirooxindoles. The high enantioselectivity is controlled by dynamic kinetic resolution.
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