Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis?
Chemical Communications Pub Date: 2018-02-20 DOI: 10.1039/C8CC00856F
Abstract
A multicatalytic approach that combines a bifunctional Br?nsted base–squaramide organocatalyst and Ag+ as Lewis acid has been applied in the reaction of unactivated ketones with tert-butyl isocyanoacetate to give chiral oxazolines bearing a quaternary stereocenter. The formal [3+2] cycloaddition provided high yields of the corresponding cis-oxazolines with good diastereoselectivity and excellent enantioselectivity, being applied to aryl–alkyl and alkyl–alkyl ketones.
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Journal Name:Chemical Communications
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CAS no.: 89640-58-4