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- Title
Direct Mannich-Type Reactions Promoted by Frustrated Lewis Acid/Brønsted Base Catalysts.
- Authors
Chan, Jessica Z.; Yao, Wenzhi; Hastings, Brian T.; Lok, Charles K.; Wasa, Masayuki
- Abstract
Direct Mannich-type reactions that afford both α- and β-amino esters by the reaction of a broad range of carbonyl compounds and aldimines are disclosed. The transformation is promoted by a sterically frustrated Lewis acid/Brønsted base pair, which is proposed to operate cooperatively: Within the catalyst complex, an enolate is generated that then reacts with a hydrogen-bond-activated imine. Noncovalent interactions between reactants and the catalyst provide selectivity and new opportunities for future catalyst design.
- Subjects
MANNICH reaction; LEWIS acids; BRONSTED acids; BASE catalysts; HYDROGENATION; PHOSPHINE; CATALYSTS; NUCLEOPHILES
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 44, p13877
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201608583