Reactions of methyl-substituted Hex-5-enyl and Pent-4-enyl radicals

ALJ Beckwith, CJ Easton, T Lawrence…

Index: Beckwith, Athelstan L. J.; Easton, Christopher J.; Lawrence, Tony; Serelis, Algirdas K. Australian Journal of Chemistry, 1983 , vol. 36, # 3 p. 545 - 556

Full Text: HTML

Citation Number: 189

Abstract

Abstract Relative and absolute kinetic data have been determined for ring closure of methyl- substituted hex-5-enyl radicals: 2-methyl-(10a), 3-methyl-(4a), 4-methyl-(5a), 2, 2-dimethyl- (10c), 3, 3-dimethyl-(4c) and 4, 4-dimethyl-hex-5-enyl (5c) radicals, generated by interaction of tributylstannane with the corresponding bromides (1a)-(3a) and (1c)-(3c). Each radical undergoes regiospecific or highly regioselective 1, 5-cyclization more rapidly than does ...