Electrophilic additions to strained alkenes. II. The reaction of benzeneselenenyl chloride with tricyclo [4.2. 2.02, 5] deca-3, 7-diene derivatives

DG Garratt, MD Ryan, A Kabo

Index: Garratt, Dennis G.; Ryan, Dominic M.; Kabo, Ann Canadian Journal of Chemistry, 1980 , vol. 58, # 22 p. 2329 - 2339

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Citation Number: 9

Abstract

The reactions of benzeneselenenyl chloride with three derivatives of tricyclo [4.2. 2.02, 5] deca-3, 7-diene have been investigated in four solvent systems: methylene chloride, acetic acid, acetic acid/LiClO4, and methanol. Under conditions of kinetic control only products of exo-anti attack upon the cyclobutene moiety are isolable when the solvent system is methylene chloride or acetic acid. This observation also holds in acetic acid/LiClO4 except ...