Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model

The dependence of the PPL-mediated optical resolution of eighteen racemic esters on the substrate's structure (the sense and magnitude of enantioselectivity, or the inertness of certain substrates) appears to be best explained by a mechanistic model involving a W-shaped active conformation of the substrate laying in a diastereodiscriminating plane.