C-H Functionalization of Amines via Alkene-Derived Nucleophiles through Cooperative Action of Chiral and Achiral Lewis Acid Catalysts: Applications in Enantioselective Synthesis.
Publication/Presentation Date
8-22-2018
Abstract
Catalytic transformations of α-amino C-H bonds to afford valuable enantiomerically enriched α-substituted amines, entities that are prevalent in pharmaceuticals and bioactive natural products, have been developed. Typically, such processes are carried out under oxidative conditions and require precious metal-based catalysts. Here, we disclose a strategy for an enantioselective union of N-alkylamines and α,β-unsaturated compounds, performed under redox-neutral conditions, and promoted through concerted action of seemingly competitive Lewis acids, B(C
Volume
140
Issue
33
First Page
10593
Last Page
10601
ISSN
1520-5126
Published In/Presented At
Shang, M., Chan, J. Z., Cao, M., Chang, Y., Wang, Q., Cook, B., Torker, S., & Wasa, M. (2018). C-H Functionalization of Amines via Alkene-Derived Nucleophiles through Cooperative Action of Chiral and Achiral Lewis Acid Catalysts: Applications in Enantioselective Synthesis. Journal of the American Chemical Society, 140(33), 10593–10601. https://doi.org/10.1021/jacs.8b06699
Disciplines
Medicine and Health Sciences
PubMedID
30045617
Department(s)
Fellows and Residents
Document Type
Article