Tuning the enantioselective N-acetylation of racemic amines: a spectacular salt effect.
Fiche publication
Date publication
mai 2005
Auteurs
Membres identifiés du Cancéropôle Est :
Dr WAGNER Alain
Tous les auteurs :
Arseniyadis S, Subhash PV, Valleix A, Mathew SP, Blackmond DG, Wagner A, Mioskowski C
Lien Pubmed
Résumé
We have described a spectacular salt effect in the kinetic resolution of (+/-)-1-phenylethylamine, which leads to an increase in reactivity, high levels of selectivity, and a complete reversal of the stereoselectivity. By tuning the reaction conditions, we were able to increase the selectivity factor of (1S,2S)-1 to s = 115.
Référence
J Am Chem Soc. 2005 May 4;127(17):6138-9.