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Enantioselective Synthesis of Difluoroalkylated Isoindolinones via Chiral Spirocyclic Phosphoric Acid Catalyzed Mannich-Type Reaction

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An enantioselective Mannich-type reaction of in situ generated cyclic ketimines with difluoroenoxysilanes catalyzed by chiral spirocyclic phosphoric acid has been developed. This methodology provides a facile route to difluoroalkyl-substituted chiral… Click to show full abstract

An enantioselective Mannich-type reaction of in situ generated cyclic ketimines with difluoroenoxysilanes catalyzed by chiral spirocyclic phosphoric acid has been developed. This methodology provides a facile route to difluoroalkyl-substituted chiral isoindolinones bearing a quaternary stereogenic center in high yields and up to 96% enantioselectivity.

Keywords: phosphoric acid; type reaction; chiral spirocyclic; spirocyclic phosphoric; mannich type

Journal Title: Synlett
Year Published: 2020

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