Chiral phosphoric acid-catalyzed desymmetrization of meso-aziridines with functionalized mercaptans
- PMID: 19905027
- PMCID: PMC2780433
- DOI: 10.1021/ol902123h
Chiral phosphoric acid-catalyzed desymmetrization of meso-aziridines with functionalized mercaptans
Abstract
Conditions for the phosphoric acid-catalyzed highly enantioselective ring-opening of meso-aziridines with a series of functionalized aromatic thiol nucleophiles are described. The procedure utilizes commercially available aromatic thiols, a series of meso-aziridines, and a catalytic amount of VAPOL phosphoric acid to explore the substrate scope of this highly enantioselective reaction.
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