The reaction of the cis-3-arylglycidic esters 2 and 10 with thiophenols (3) has been investigated. The reactivity and stereoselectivity of the oxirane ring-opening of these cis-glycidic esters were lower than those of the trans-analogues (1 and 9). These tendencies were more apparent in the 4-MeO derivative (2). On the other hand, the tin-catalyzed reaction of 2 with 3a was highly stereospecific and afforded the cis-opening product (5a).
