Abstract
Racemic thiol esters of α-arylpropionic acids were deracemized by a procedure which featured deprotonation with LDA or KHMDS, transformation into the TMS or TBDMS enol ethers, and enantioselective protonation of the silyl enol ethers using (R)-1,1′-bi-2-naphthol/SnCl4. Oxidative hydrolysis of the enantiomerically enriched mixtures of thiol esters thus obtained yielded the (S)-enantiomers of ibuprofen and naproxen with ees up to 82%.
Lingua originale | Inglese |
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pagine (da-a) | 119-125 |
Numero di pagine | 7 |
Rivista | TETRAHEDRON-ASYMMETRY |
Volume | 14 |
Stato di pubblicazione | Pubblicato - 2003 |