FK584 [(-)-N-tert-butyl-4, 4-diphenyl-2-cyclopentenylamine hydrochloride,(-)-4· HCl], a potential candidate for the treatment of overactive detrusor, was synthesized in a 4-step approach starting with Sharpless oxidation of cyclopentenol 6 (kinetic resolution). This epoxidation is a rare case in that the empirical rule does not work. Regio-and stereoselective introductin of tert-butylamine to the obtained epoxycyclopentanol 5 and ...
