Cyclizations of unsaturated. bul. CR (COX) 2 radicals. Manganese (III) acetate oxidative cyclizations of unsaturated acetoacetates and atom-transfer cyclizations of …

…, CE Schwartz, BB Snider, MA Dombroski

Index: Curran, Dennis P.; Morgan, Tina M.; Eric Schwartz; Snider, Barry B.; Dombroski, Mark A. Journal of the American Chemical Society, 1991 , vol. 113, # 17 p. 6607 - 6617

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Citation Number: 80

Abstract

Abstract: Comparable regio-and stereochemical results were obtained when cyclizations of a series of 2-substituted 3-oxo-hept-6-enoate (or oct-7-enoate) esters (acetoacetates) were conducted by manganese (II1) acetate oxidation or by iodine or bromine atom transfer cyclization. The observed trends support the conclusion that free radicals 6b (rather than Mn (II1) complexed radicals Sb) are involved in the Mn (II1)-mediated oxidative cyclization of ...