Rw. Franck et al., POLARIZED-PI FRONTIER MOLECULAR-ORBITAL (PPFMO) AND EXPERIMENTAL STUDIES OF FACIAL SELECTIVITY IN ELECTROPHILIC ATTACKS ON SUBSTITUTED ALKENES, Journal of organic chemistry, 58(20), 1993, pp. 5335-5337
Polarized pi-frontier orbital theory (PPFMO) is applied to the protona
tion and sulfenylation of several dihydrofurans and dihydropyrans of i
mportance in sugar chemistry. The PPFMO method correctly predicts the
observed selectivities for all experimentally observed cases, two of w
hich are reported here for the first time.