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Updated: May 30, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Asymmetric decarboxylative allylation of oxindoles
Vilius Franckevičius1, James D Cuthbertson, Mark Pickworth
1Department of Chemistry, University of York, Heslington, York YO10 5DD, UK.
Abstract:
An asymmetric decarboxylative palladium-catalyzed allylation of alkyl- and aryl-substituted oxindoles has been developed, enabling the installation of an all-carbon quaternary chiral center at the oxindole 3-position in excellent yields and good to excellent enantioselectivity. An intriguing substrate-dependent reversal in stereoselectivity has been observed, whereby the size of the substituent determines the facial selectivity in the allylation step.
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