Frustrated Lewis Acid/Brønsted Base Catalysts for Direct Enantioselective α-Amination of Carbonyl Compounds
Autor: | Jennifer Youn, Seung Moh Koo, Jessica Z. Chan, Brian T. Hastings, Wenzhi Yao, Xiaoxu Wang, Ming Shang, Masayuki Wasa |
---|---|
Rok vydání: | 2016 |
Předmět: |
Steric effects
010405 organic chemistry Chemistry Enantioselective synthesis General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Catalysis Frustrated Lewis pair 0104 chemical sciences Colloid and Surface Chemistry Organic chemistry Lewis acids and bases Enantiomer Brønsted–Lowry acid–base theory Amination |
Zdroj: | Journal of the American Chemical Society. 139(1) |
ISSN: | 1520-5126 |
Popis: | A method for enantioselective direct α-amination reaction catalyzed by a sterically “frustrated” Lewis acid/Bronsted base complex is disclosed. Cooperative functioning of the Lewis acid and Bronsted base components gives rise to in situ enolate generation from monocarbonyl compounds. Subsequent reaction with hydrogen-bond activated dialkyl azodicarboxylates delivers α-aminocarbonyl compounds in high enantiomeric purity. |
Databáze: | OpenAIRE |
Externí odkaz: |