Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 43, Pages 13338-13341Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201708103
Keywords
acid; base catalysis; boron; frustrated Lewis pairs; Lewis acids; Mannich reactions
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Funding
- Boston College
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An enantioselective direct Mannich-type reaction catalyzed by a sterically frustrated Lewis acid/BrOnsted base complex is disclosed. Cooperative functioning of the chiral Lewis acid and achiral BrOnsted base components gives rise to insitu enolate generation from monocarbonyl compounds. Subsequent reaction with hydrogen-bond-activated aldimines delivers -aminocarbonyl compounds with high enantiomeric purity.
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