Diastereoselective synthesis of β-hydroxy allylic tertiary sulfides via nickel/photoredox cooperative catalysis
Abstract
β-Hydroxy allylic sulfides represent privileged motifs in bioactive molecules but remain challenging to synthesize owing to sulfur-mediated catalyst poisoning and stereocontrol issues. We report a nickel/photoredox cooperative catalysis system for the diastereoselective allylation of aldehydes with sulfur-substituted allylic acetates. Using an organic photocatalyst 4CzIPN under 450 nm blue light at room temperature, this protocol affords diverse β-hydroxy allylic tertiary sulfides in good yields with excellent diastereoselectivities (up to >20 : 1 dr). Broad substrate scope, mild conditions, and good functional group tolerance are demonstrated.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Radical Photochemical Reactions
Organoselenium and organotellurium chemistry
Publication details
- Journal / source
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Volume
- 62
- Issue
- 39
- Pages
- 9927–9931
- Publication date
- 1 January 2026
- Language
- EN