New catalytic activity of polymer-supported quaternary onium salts. Regioselective addition reaction of oxiranes with active esters catalyzed by insoluble polystyrene- …

T Nishikubo, T Iizawa, M Shimojo, T Kato…

Index: Nishikubo, Tadatomi; Iizawa, Takashi; Shimojo, Moriyasu; Kato, Tetsuya; Shiina, Atsushi Journal of Organic Chemistry, 1990 , vol. 55, # 8 p. 2536 - 2542

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Citation Number: 51

Abstract

A new regioselective addition reaction of oxiranes 15-17 with active esters 18 and 19 was carried out to give the adducts 20a-f using quaternary onium salts on cross-linked polystyrene beads. The catalytic activity of the polystyrene beads was evalulated from rates of the reaction and yields of reaction products. In this reaction, the beads containing pendant benzyltripropyl-or benzyltributylphosphonium chlorides showed the highest catalytic ...