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

 Xiangfeng Lin, Bo Long, Hanhui Lei*, Terence Xiaoteng Liu*, Zhanhui Yuan*

*Corresponding author for this work

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Abstract

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).
Original languageEnglish
Pages (from-to)11225–11230
Number of pages6
JournalACS Omega
Volume10
Issue number11
Early online date11 Mar 2025
DOIs
Publication statusPublished - 25 Mar 2025

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