Kinetic resolution of 2-aryl-2,3-dihydroquinolin-4(1H)-one derivatives by rhodium-catalysed asymmetric transfer hydrogenation?
Organic Chemistry Frontiers Pub Date: 2021-03-26 DOI: 10.1039/D1QO00141H
Abstract
The kinetic resolution of 2-aryl tetrahydro-4-quinolone derivatives was efficiently achieved by rhodium-catalysed asymmetric transfer hydrogenation using HCO2H/DABCO as the hydrogen source. The reaction afforded the enantiomerically enriched 2-aryl-2,3-dihydroquinolin-4(1H)-ones with excellent levels of enantioselectivity (up to >99% ee) as well as the corresponding synthetically useful enantiomerically enriched 2-aryl tetrahydro-4-quinolols in high isolated yields and up to >99% enantioselectivity with high selectivity factors (s up to 1057).
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4