Please use this identifier to cite or link to this item:
|Title:||Enantioselective fluorination reaction of β-Ketoester-catalyzed chiral primary amine-based multifunctional catalyst systems|
|Citation:||Shang, J.-Y., Li, L., Lu, Y., Yang, K.-F., Xu, L.-W. (2014-01-02). Enantioselective fluorination reaction of β-Ketoester-catalyzed chiral primary amine-based multifunctional catalyst systems. Synthetic Communications 44 (1) : 101-114. ScholarBank@NUS Repository. https://doi.org/10.1080/00397911.2013.791697|
|Abstract:||The fluorination reaction is an important organic transformation for asymmetric synthesis. In this article, we reported the determination of chiral primary amine-based multicatalyst systems for enantioselective fluorination of β-ketoester. Studies on the enantioselective organocatalytic fluorination promoted by cinchona alkaloid-derived chiral primary amines in the absence of various co catalysts revealed that the combined metal salts and organocatalysts resulted in poor conversion and enantioselectivities, whereas the combinational use of L-leucine and QN-NH2 as dual primary amine catalysts led to the determination of a novel dual organocatalyst with promising catalytic activity. On the basis of these results, we revealed that the steric environment of the chiral enamine intermediate formed by the condensation of β-ketoester with the chiral primary amine is most responsible for the observed enantioselectivity. © Taylor and Francis Group, LLC.|
|Source Title:||Synthetic Communications|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Sep 22, 2018
WEB OF SCIENCETM
checked on Sep 12, 2018
checked on Sep 14, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.