Regiochemical and stereochemical studies on halocyclization reactions of unsaturated sulfides

…, E Turos, CH Lake, MR Churchill

Index: Ren, Xiao-Feng; Turos, Edward; Lake, Charles H.; Churchill, Melvyn Rowen Journal of Organic Chemistry, 1995 , vol. 60, # 20 p. 6468 - 6483

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Citation Number: 82

Abstract

The regiochemistry and stereochemistry for the halocyclization reactions of unsaturated benzyl sulfides have been examined as a function of tether length, type of unsaturation (carbon-carbon double bond versus carbon-carbon triple bond), substituents, and halogenating agent. Alkenyl sulfides were found to react with iodine or bromine at room temperature to give five-membered ring cycloadducts exclusively over those having four- ...

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