Journal
CHEMICAL COMMUNICATIONS
Volume 54, Issue 66, Pages 9151-9154Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc05125a
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A chiral BrOnsted acid-catalyzed direct asymmetric Mannich reaction of simple ketones with cyclic C-acylimines has been established for the synthesis of C2-quaternary indolin-3-ones. In the presence of 5-10 mol% chiral phosphoric acid, a series of 2-(2-oxo-2-phenylethyl)-2-arylindolin-3-ones were obtained in good to high yield with up to 99% ee. The adducts obtained could be readily converted into indolines, tricyclic indolin-3-ones, and tetracyclic tetrahydro-indolo[1,2-a]quinolines by simple modifications.
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