NITRILE OXIDES IN MEDICINAL CHEMISTRY .5. LIPASE PS-CATALYZED RESOLUTION OF A SET OF HETEROCYCLIC-DERIVATIVES

Lipase from Pseudomonas cepacia (lipase PS) catalyzed the hydrolysis of a series of butyrates of racemic primary alcohols carrying a DELTA2-isoxazoline or an isoxazolidin-3-one nucleus. Within this set of compounds, the enantiopreference of the catalyst can be accounted for by a rule recently proposed for lipase PS-catalyzed resolution of secondary alcohols. Nevertheless much work needs to be done in order to become predictive of the degree of enantioselectivity and of the relative reaction rates.