Electronic effects in π-facially stereoselective epoxidation of phenyltrifluoromethylpropenol
Abstract
AM1, PM3 and ab initio6-31G* calculations indicate that Stereoselective epoxidation of the alkene 3 arises from stereoelectronic control exerted via a CF3–C bond orientated antit the alkene plane for steric reasons in contrast to a previously proposed model for epoxidation of allylic fluorides in which the F–C and alkene bonds are orientedsyn.