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Organocatalytic Mitsunobu Reactions

Tracy Yuen Sze But and Patrick H. Toy*

*Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, People's Republic of China, Email: phtoyhku.hk

T. Y. S. But, P. H. Toy, J. Am. Chem. Soc., 2006, 128, 9636-9637.

DOI: 10.1021/ja063141v (free Supporting Information)


catalytic

stoichiometric

Abstract

A catalytic Mitsunobu reaction system is described in which the azo reagent is used as an organocatalyst and iodosobenzene diacetate is used as the stoichiometric oxidant. Yields obtained in the catalytic reactions of carboxylic acids and alcohols were slightly lower than those obtained from corresponding stoichiometric reactions.

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proposed mechanism



Key Words

Mitsunobu Reaction, Esters, Organocatalysis, Iodosobenzene Diacetate


ID: J48-Y2006-2500