Stereoselective Access to Spiro-isoindolinone Scaffolds via Catalytic Asymmetric aza-Piancatelli Rearrangement.

A chiral Brønsted acid catalyzed asymmetric aza-Piancatelli rearrangement of 3-furyl-3-hydroxyisoindolinones with anilines has been developed, enabling the divergent construction of chiral spiro-cyclopentenone-isoindolinones in high yields with excellent diastereo- and enantioselectivities even under a low catalyst loading of 0.5 mol%.

Asymmetric Construction of Functionalized Cyclopenta[]pyrrolines via Cascade Aza-Piancatelli/Hydroamination Reactions.

A chiral Brønsted acid/Pd that cooperatively catalyzed the asymmetric cascade aza-Piancatelli rearrangement/hydroamination of readily accessible alkynyl-functionalized tertiary furylcarbinols with anilines has been developed. This protocol provides expedient access to a variety of densely functionalized cyclopenta[]pyrroline derivatives in high yields with excellent enantioselectivities.