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Development of green and low-cost chiral oxidants for asymmetric catalytic hydroxylation of enals

Xiaoqun Yang, Hongling Wang, Zhichao Jin, Yonggui Robin

2021Green Synthesis and Catalysis35 citationsDOIOpen Access PDF

Abstract

A novel type of chiral oxidants are developed for efficient and enantioselective β-hydroxylation reaction of enals. The chiral oxidants can be easily obtained from readily available and inexpensive substituted benzoic acids and chiral prolinols. A commercially accessible and inexpensive achiral NHC catalyst is used for this catalytic approach. β-Hydroxyl esters bearing various substituents and substitution patterns are afforded as the final products in moderate to excellent yields and enantioselectivities.

Topics & Concepts

HydroxylationEnantioselective synthesisCatalysisChemistryCombinatorial chemistryOrganic chemistryEnzymeN-Heterocyclic Carbenes in Organic and Inorganic ChemistryAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization Methods
Development of green and low-cost chiral oxidants for asymmetric catalytic hydroxylation of enals | Litcius