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Issue 26, 2018
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General and stereoselective aminoxylation of biradical titanium(IV) enolates with TEMPO: a detailed study on the effect of the chiral auxiliary

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Abstract

A comprehensive analysis of the influence of the chiral auxiliary on the α-aminoxylation of titanium(IV) enolates with TEMPO indicated that (S) 4-tert-butyl-1-oxazolidine-2-thione is the most appropriate scaffold to provide a single diastereomer in high yields for a variety of substrates, which converts such a radical reaction into a highly chemo- and stereoselective oxidation.

Graphical abstract: General and stereoselective aminoxylation of biradical titanium(iv) enolates with TEMPO: a detailed study on the effect of the chiral auxiliary

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Publication details

The article was received on 08 May 2018, accepted on 13 Jun 2018 and first published on 14 Jun 2018


Article type: Paper
DOI: 10.1039/C8OB01074A
Citation: Org. Biomol. Chem., 2018,16, 4807-4815
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    General and stereoselective aminoxylation of biradical titanium(IV) enolates with TEMPO: a detailed study on the effect of the chiral auxiliary

    S. C. D. Kennington, A. Gómez-Palomino, E. Salomó, P. Romea, F. Urpí and M. Font-Bardia, Org. Biomol. Chem., 2018, 16, 4807
    DOI: 10.1039/C8OB01074A

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