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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:

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

DOI: 10.1021/ja063141v




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