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Reagent Control Enables Selective and Regiodivergent Opening of Unsymmetrical Phenonium Ions. | LitMetric

Reagent Control Enables Selective and Regiodivergent Opening of Unsymmetrical Phenonium Ions.

J Am Chem Soc

Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States.

Published: May 2020

AI Article Synopsis

Article Abstract

We report the first examples of selective and regiodivergent opening of unsymmetrical phenonium ions with chloride ions. These reactions are enabled by the dual role of SnCl and TiCl as Lewis acids and chloride nucleophiles. Reagent control dictates addition of chloride at either the substituted internal position (SnCl) or unsubstituted terminal position (TiCl) of the phenonium ion. These reactions are highly selective, stereospecific, operationally simple, and proceed in good to excellent yields. Diverse product utility is demonstrated.

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Source
http://dx.doi.org/10.1021/jacs.0c02095DOI Listing

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