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Practical Synthesis of β-Carbonyl Phenyltetrazolesulfones and Investigations of Their Reactivities in Organocatalysis

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Abstract

A practical synthesis of β-carbonyl phenyltetrazolesulfones, useful for a series of enantioselective reactions, is shown. Aryl, alkyl and ester carbonyl compounds all proved to be efficiently synthesised, leading to products in up to >99 % yield over two steps. During this procedure, no special attention to conditions or laborious purification by chromatography is needed. Furthermore, X-ray crystallography, kinetic studies, as well as NMR and IR investigations provide insights into the reactivities of these compounds in organocatalysis.

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