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https://scholarbank.nus.edu.sg/handle/10635/93738
DC Field | Value | |
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dc.title | Enantioselective fluorination reaction of β-Ketoester-catalyzed chiral primary amine-based multifunctional catalyst systems | |
dc.contributor.author | Shang, J.-Y. | |
dc.contributor.author | Li, L. | |
dc.contributor.author | Lu, Y. | |
dc.contributor.author | Yang, K.-F. | |
dc.contributor.author | Xu, L.-W. | |
dc.date.accessioned | 2014-10-16T08:27:48Z | |
dc.date.available | 2014-10-16T08:27:48Z | |
dc.date.issued | 2014-01-02 | |
dc.identifier.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. | |
dc.identifier.issn | 00397911 | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/93738 | |
dc.description.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. | |
dc.description.uri | http://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1080/00397911.2013.791697 | |
dc.source | Scopus | |
dc.subject | Amino acid | |
dc.subject | enantioselective fluorination | |
dc.subject | Lewis acid | |
dc.subject | organocatalysis | |
dc.subject | primary amine | |
dc.type | Article | |
dc.contributor.department | CHEMISTRY | |
dc.description.sourcetitle | Synthetic Communications | |
dc.description.volume | 44 | |
dc.description.issue | 1 | |
dc.description.page | 101-114 | |
dc.description.coden | SYNCA | |
dc.identifier.isiut | 000325514400010 | |
Appears in Collections: | Staff Publications |
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