Abstract: | The resolution of a chiral pyridine thiol has been eonveniently carried out through derivatives with optically active α-phenethylisoeyanates. Optically active heterocyclic thiols in which the thiol occupies the center of chirality are not known in the literature. In conjunction with a synthetic program dealing with derivatives and analogues of 5-mercaptopyridoxine (1), the preparation of such species was accomplished. Their resolution proved to be difficult, but the techniques devised herein should prove of general utility for other heteroeyclic thiols or alcohols. |