Complete retention of configuration in the nucleophilic substitution of 1-phenylbenzo[b]thiophenium salts by alkoxide anions
Abstract
Reaction of 1,2,3-triarylbenzo[b]thiophenium salts with alkoxide anions results in the exclusive formation of (Z) alkoxy-substituted alkenes, indicating that the nucleophilic ring-opening reaction proceeds with complete retention of configuration.