New chiral hypervalent iodine(V) compounds as stoichiometric oxidants

Altermann, Sabine, Schafer, Sascha and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 2010. New chiral hypervalent iodine(V) compounds as stoichiometric oxidants. Tetrahedron 66 (31) , pp. 5902-5907. 10.1016/j.tet.2010.05.079

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Abstract

The synthesis and application of some new hypervalent iodine compounds bearing chiral and achiral ester motives derived from easily accessible starting materials is presented. The oxidation is carried out using dimethyldioxirane as an oxidant providing the desired compounds in moderate to high yields. A crystal structure analysis for one iodine(V) derivative is investigated. The λ5-iodanes are applied as stoichiometric reagents in the oxidation of thioanisole to phenylmethyl sulfoxide, benzyl alcohol to benzaldehyde, and meso-hydrobenzoine to benzaldehyde, benzyl, and benzoin.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Uncontrolled Keywords:	Hypervalent; Iodine; Oxidation; Dimethyldioxirane
Publisher:	Elsevier
ISSN:	0040-4020
Last Modified:	18 Oct 2022 12:26
URI:	https://orca.cardiff.ac.uk/id/eprint/9796

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