Journal
ACS CATALYSIS
Volume 13, Issue 11, Pages 7661-7668Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.3c01536
Keywords
enantioselective catalysis; computationalstudies; alkynylations; heterocyclic cations; complexalkaloid synthesis
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The alkynylation of 4-siloxyquinolinium triflates was successfully achieved using copper bis-(oxazoline) catalysis. The optimal bis-(oxazoline) ligand was identified through computational analysis, resulting in dihydroquinoline products with up to 96% enantiomeric excess. Conversion of the dihydroquinoline products to biologically relevant and diverse targets was reported.
The alkynylationof 4-siloxyquinolinium triflates has been achievedunder the influence of copper bis-(oxazoline) catalysis. The identificationof the optimal bis-(oxazoline) ligand was informed through a computationalapproach that enabled the dihydroquinoline products to be producedwith up to 96% enantiomeric excess. The conversions of the dihydroquinolineproducts to biologically relevant and diverse targets are reported.
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