Synthesis of six-membered spirooxindoles via a chiral Bronsted acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction.

ABSTRACT: By means of the direct condensation of N-aminoethylpyrroles and isatins, followed by a chiral phosphoric acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction, a new class of valuable chiral 3',4'-dihydro-2'H-spiro[indoline-3,1'-pyrrolo[1,2-a]pyrazin]-2-ones bearing a quaternary carbon stereocenter were successfully synthesized in good to excellent yields and with moderate to good enantioselectivities under mild reaction conditions.

SUBMITTER: Chen HX 

PROVIDER: S-EPMC9089239 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature