Highly Selective Oxidative Cleavage of β-Cyclodextrin-Epoxide/Aziridine Complexes with IBX in Water

K. Surendra, N. Srilakshmi Krishnaveni, M. Arjun Reddy, Y. V. D. Nageswar and K. Rama Rao*

*Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 007, India, Email: ramaraokiict.res.in

K. Surendra, N. S. Krishnaveni, M. A. Reddy, Y. V. D. Nageswar, K. R. Rao, J. Org. Chem., 2003, 68, 9119-9121.

DOI: 10.1021/jo034079c

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Abstract

IBX has been utilized for the oxidation of various epoxides and aziridines as their β-cyclodextrin complexes in water to afford α-hydroxyketones and α-aminoketones in good yields, respectively.

see article for more examples

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Mild Oxidation of Alcohols with o-Iodoxybenzoic Acid (IBX) in Water/Acetone Mixture in the Presence of β-Cyclodextrin

K. Surendra, N. Srilakshmi Krishnaveni, M. Arjun Reddy, Y. V. D. Nageswar, K. Rama Rao, J. Org. Chem., 2003, 68, 2058-2059.

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Key Words

ring opening, aziridines, epoxides, hydroxyketones, oxidation, IBX, templates, green chemistry

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ID: J42-Y2003-900