The Synthesis of Oxiranes and Oxetanes from 1,2- or 1,3-Halohydrins Using Organoantimony(V) Alkoxide

Article abstract of DOI:10.1055/s-1990-26800

Tetraphenylstibonium methoxide (1) is an effictive reagent for the synthesis of oxiranes and oxetanes from the corresponding 1,2- and 1,3-halohydrins, respectively.As the reaction conditions are neutral, oxiranes bearing an ester moiety were obtained intact without undergoing solvolysis.In addition, oxetanes, whose preparation was not generally facile, were formed in good yields under mild conditions (60-80 deg C).