Regioselective 6-endo cyclizations of 2-indolylacyl radicals: total synthesis of the pyrido [4, 3-b] carbazole alkaloid guatambuine

ML Bennasar, T Roca, F Ferrando

Index: Bennasar, M.-Lluisa; Roca, Tomas; Ferrando, Francesc Journal of Organic Chemistry, 2006 , vol. 71, # 4 p. 1746 - 1749

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Citation Number: 32

Abstract

Radical reactions have become an important tool for the construction of nitrogen heterocycles. 10,11 In this context, there are several reports in the literature concerning radical cyclizations upon tetrahydropyridines, most of them leading to structures with the nitrogen atom in the newly formed ring. 12,13 In our initial design there were two distinct ways to close the central carbocyclic ring, namely, a 6-endo cyclization of a 5-hexenoyl radical (1,2,5,6- ...