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- Title
Lipase/Acetamide-Catalyzed Carbon-Carbon Bond Formations: A Mechanistic View.
- Authors
Chen, Xiao ‐ Yang; Chen, Guo ‐ Jun; Wang, Jun ‐ Liang; Wu, Qi; Lin, Xian ‐ Fu
- Abstract
A lipase B from Candida antarctica (CALB)/acetamide-catalyzed Michael addition of less-activated ketones and aromatic nitroolefins has been developed, which is particularly interesting because neither CALB nor acetamide can independently catalyze the reaction to any appreciable extent. This co-catalyst system was applicable to the Michael additions of cyclic and acyclic ketones to a series of aromatic and heteroaromatic nitroolefins. Hydrogen bonds between acetamide and cyclohexanone were confirmed for the observed activation by experimental facts, and new mechanistic insights into CALB/acetamide co-catalysis are presented.
- Publication
Advanced Synthesis & Catalysis, 2013, Vol 355, Issue 5, p864
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201201080