Tetrahedron

Synthesis of 13a-methylphenanthroindolizidines using radical cascade cyclization: synthetic studies toward (±)-hypoestestatin 1

K Takeuchi, A Ishita, J Matsuo, H Ishibashi

Index: Takeuchi, Kosuke; Ishita, Atsuko; Matsuo, Jun-ichi; Ishibashi, Hiroyuki Tetrahedron, 2007 , vol. 63, # 45 p. 11101 - 11107

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Citation Number: 26

Abstract

A radical cascade involving 6-endo cyclization of aryl radicals generated from N-acryloyl-N- (1-methylethenyl)-9-bromophenanthren-10-ylmethylamines, followed by 5-endo-trig cyclization of the resulting α-amidoyl radicals afforded phenanthroindolizidines bearing a methyl substituent at the angular C13a position. 2, 3, 6-Trimethoxy derivative was synthesized by using this method, but its spectral data were not in accord with those of ...