5-exo versus 6-endo cyclization of primary aminyl radicals: An experimental and theoretical investigation

F Liu, K Liu, X Yuan, C Li

Index: Liu, Feng; Liu, Kun; Yuan, Xinting; Li, Chaozhong Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10231 - 10234

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Citation Number: 37

Abstract

The cyclization of neutral primary pent-4-enylaminyl radicals was investigated experimentally and theoretically. Unlike the corresponding secondary aminyl radicals, primary pent-4-enylaminyl radicals underwent efficient cyclization to afford the pyrrolidine and/or piperidine products in good to high yields. While the simple pent-4-enylaminyl radical gave predominately the 5-exo cyclization product, 4-chloropent-4-enylaminyl radicals led ...