Aryl radical endo cyclization of enamidines. Selective preparation of trans and cis fused octahydrobenzo [f] quinolines
L Ripa, A Hallberg
Index: Ripa, Lena; Hallberg, Anders Journal of Organic Chemistry, 1998 , vol. 63, # 1 p. 84 - 91
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Citation Number: 22
Abstract
Aryl radicals from N-protected 6-[2-(2-halophenyl) ethyl]-1, 2, 3, 4-tetrahydropyridines and 6- [3-(2-halophenyl) propyl]-1, 2, 3, 4-tetrahydropyridines undergo intramolecular cyclization onto the enamide/enamidine double bond by 6-endo and 7-endo closure, respectively. In the 6-endo cyclization the trans/cis ratio of the formed N-protected octahydrobenzo [f] quinoline can be controlled, and selective synthesis of either the trans or the cis isomer ...
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