Synthesis, Table of Contents REVIEW © Georg Thieme Verlag Stuttgart · New York 5-Endo-Trig Radical Cyclizations Hiroyuki Ishibashi*a, Tatsunori Satob, Masazumi Ikedab a Faculty of Pharmaceutical Sciences, Kanazawa University, Takara-machi, Kanazawa 920-0934, Japanb Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, JapanFax: +81(76)2344476; e-Mail: isibasi@mail.p.kanazawa-u.ac.jp; Recommend Article Abstract Buy Article All articles of this category Abstract 5-Endo-trig ring-closure is recognized as a disfavored process. However, a number of examples of such a type of cyclization have recently been reported. This review focuses on studies of 5-endo-trig radical cyclizations that provide new syntheses of five-membered carbo- and heterocyclic compounds. 1 Introduction 2 Reactions onto C=C Bonds 2.1 4-Pentenyl Radicals 2.2 Carbamoylmethyl Radicals 2.2.1 Bu3SnH-Mediated Reductive Cyclizations of α-Halo Amides 2.2.2 Ni/HOAc-Mediated Reductive Cyclizations of α-Halo Amides 2.2.3 Cu(I)-Mediated Reductive Cyclizations of α-Halo Amides 2.2.4 Mn(III)-Mediated Oxidative Cyclizations 2.3 α-Amidoyl Radicals 2.4 Vinyl Radicals 2.5 Acyl Radicals 2.6 Silicon-Centered Radicals 2.7 Sulfur-Centered Radicals 3 Reactions onto Oxygen Atoms of C=O Bonds 4 Reactions onto Nitrogen Atoms of C=N Bonds 5 Miscellaneous 6 Conclusions Key words alkaloids - tributyltin hydride - cyclizations - 5-endo-trig - α-halo amides - manganese(III) acetate - radicals Full Text References References 1a Giese B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds Pergamon; New York: 1986. 1b Curran DP. 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