Asymmetric Epoxidation of Simple Olefins by Chiral Bitetralin-Linked" Twin-Coronet" Porphyrin Catalysts.

Y Naruta, N Ishihara, F Tani, K Maruyama

Index: Naruta, Yoshinori; Ishihara, Nobuo; Tani, Fumito; Maruyama, Kazuhiro Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 1 p. 158 - 166

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Citation Number: 64

Abstract

Catalytic and asymmetric epoxidation of styrenes and related aryl substituted olefins with the iron complexes of chiral bitetralin (Bitet)–linked “twin–coronet” porphyrins was performed with iodosylbenzene as an oxidant. Among two topological isomers of the catalyst, the eclipsed one (5b) showed higher enantioselectivity than the staggered (6b). With 5b, the resulting epoxides, except for the olefins bearing an electron–donating substituent, were ...