Title of article :
(S)-4-Isopropyl-5,5-dimethyl-1,3-oxazolidinethione as chiral auxiliary for the intramolecular sulfur transfer in α,β-unsaturated N-acylimides, promoted by NbCl5
Author/Authors :
Ortiz، نويسنده , , Aurelio and Quintero، نويسنده , , Leticia and Hernلndez-Cلzares، نويسنده , , Hector and Maldonado، نويسنده , , Sotero and Mendoza، نويسنده , , Guadalupe and Bernès، نويسنده , , Sylvain، نويسنده ,
Abstract :
The 1,3-oxazolidinethione 4 has been synthesized from (S)-valine and used in the intramolecular sulfur transfer in its N-enoyl derivatives in the presence of NbCl5 as catalyst, which, moreover, works as an indicator of the course of the reaction. The adducts have subsequently been transformed into the corresponding β-mercapto esters by action of Sm(OTf)3 in methanol.