Environment of Solvent-Controlled Chemoselective Asymmetric Hydroperoxidation and Hydroxylation of 5‑Pyrazolone Ketimines Catalyzed by Bifunctional Organocatalysts

Chemoselectivity often garners significant attention in organic synthesis, serving as a primary strategy for producing a variety of functionalized products from the same substrate. The first environment of solvent-controlled chemoselective asymmetric hydroperoxidation and hydroxylation of 5-pyrazolone ketimines has been achieved, using an acid–base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched products of hydroperoxidation and hydroxylation with high stereoselectivities (up to 90% ee).