General and stereoselective aminoxylation of biradical titanium( iv ) enolates with TEMPO: a detailed study on the effect of the chiral auxiliary
Open Access
- 14 June 2018
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 16 (26) , 4807-4815
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.Keywords
Funding Information
- Ministerio de Economía y Competitividad (CTQ2015-65759-P)
- Generalitat de Catalunya (2017SGR 271)
- Universitat de Barcelona
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