Lewis acid activation and catalysis of dialkylaminyl radical reactions

…, OM Musa, FN Martinez, M Newcomb

Index: Ha, Chau; Musa, Osama M.; Martinez, Felix N.; Newcomb, Martin Journal of Organic Chemistry, 1997 , vol. 62, # 9 p. 2704 - 2710

Full Text: HTML

Citation Number: 33

Abstract

Lewis acid activation and catalysis of dialkylaminyl radical reactions is demonstrated both qualitatively and quantitatively. Cyclization of the N-butyl-4-pentenaminyl radical (1) in the presence of a wide range of Lewis acids was shown to be efficient with good to excellent yields of cyclic products obtained in reactions conducted even at-78° C. Rate constants for fragmentation of the N-ethyl-2, 2-diphenylethylaminyl radical (6), 6-exo cyclization of the N ...