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

[摘要] 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 alpha-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 literature values reported for hypoestestatin 1. Further synthetic study toward hypoestestatin 1 is demonstrated. (c) 2007 Elsevier Ltd. All rights reserved.

[发布日期] 2007-11-05

[关键词] enamide;hypoestestatin 1;ortho-Lithiation;phenanthroindolizidine;radical cascade