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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 ramaraok@iict.res.in

J. Org. Chem., 2003, 68 (23), pp 9119–9121

DOI: 10.1021/jo034079c

Publication Date (Web): October 24, 2003

†

IICT Communication No. 020911

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Water, an environmentally friendly reaction medium, has been utilized for the reaction of IBX with various epoxides 1 and aziridines 2 as their β-cyclodextrin complexes to afford for the first time α-hydroxyketones 3 and α-aminoketones 4, respectively.

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Published In Issue November 14, 2003
Received January 23, 2003

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Note

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