Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 49, Pages 13506-13509Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201408604
Keywords
anhydrides; asymmetric synthesis; N-heterocyclic carbenes; organocatalysis; beta-functionalization
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Funding
- Singapore National Research Foundation
- Singapore Economic Development Board
- GlaxoSmithKline
- Ministry of Education of Singapore
- Nanyang Technological University (NTU, Singapore)
- China's National Key program for Basic Research [2010CB 126105]
- National Natural Science Foundation of China [21132003]
- Guizhou University (China)
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The first NHC-catalyzed functionalization of carboxylic anhydrides is described. In this reaction, the beta carbon behaves as a nucleophilic carbon and undergoes asymmetric reactions with electrophiles. Anhydrides with challenging beta-alkyl substituents work effectively.
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