- Synthesis and absolute configuration of novel N,O-psiconucleosides using (R)-N-phenylpantolactam as a resolution agent.
Synthesis and absolute configuration of novel N,O-psiconucleosides using (R)-N-phenylpantolactam as a resolution agent.
The Journal of organic chemistry (2008-07-30)
Pelayo Camps, Tània Gómez, Diego Muñoz-Torrero, Jordi Rull, Laura Sánchez, Francesca Boschi, Mauro Comes-Franchini, Alfredo Ricci, Teresa Calvet, Mercè Font-Bardia, Erik De Clercq, Lieve Naesens
PMID18661943
RÉSUMÉ
A series of novel N,O-psiconucleosides has been prepared in both enantiomeric forms by resolution of an advanced racemic synthetic intermediate using (R)-N-phenylpantolactam as a chiral resolution agent. The absolute configuration of all of these compounds has been unequivocally established by chemical correlation with the novel (R)- or (S)-1-methyl-5-phenylpyrrolidine-2,3-dione, prepared from the known (R)- and (S)-1-methyl-5-phenylpyrrolidin-2-one, respectively.