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Note | Special issue | Vol 77, No. 1, 2009, pp.575-585
Published online, 26th June, 2008
DOI: 10.3987/COM-08-S(F)21
8-Endo-Selective Aryl Radical Cyclization Leading to 3-Benzazocines

Tsuyoshi Taniguchi, Hisaaki Zaimoku, and Hiroyuki Ishibashi*

*Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa 920-1192, Japan


Bu3SnH-mediated radical cyclization of N-acyl-3-(2-bromophenyl)-N-ethenypropylamines (14) occurred in an endo-selective manner to give the 3-benzazocine derivatives (15) in good yields.