Issue 17, 2005
From the journal:

Organic & Biomolecular Chemistry

Amino acid-derived hydroxamic acids as chiral ligands in the vanadium catalysed epoxidation†

Andrei V. Malkov,*a   Zaïnaba Bourhania  and  Pavel Kočovskýa  

* Corresponding authors

a Department of Chemistry, WestChem, Joseph Black Building, University of Glasgow, Glasgow, Scotland, UK
E-mail: amalkov@chem.gla.ac.uk

Abstract

New sulfonamide-derived hydroxamic acids 7–11 have been developed as chiral ligands for the V-catalysed asymmetric epoxidation, showing high reactivity at subzero temperatures and moderate to good enantioselectivity. The strong accelerating effect exhibited by the ligands of this type can be attributed to the sulfonamide functionality. A range of cinnamyl type allylic alcohols were epoxidised with up to 74% ee.

Graphical abstract: Amino acid-derived hydroxamic acids as chiral ligands in the vanadium catalysed epoxidation

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Article information

DOI
https://doi.org/10.1039/B505324B
Article type
Paper
Submitted
15 Apr 2005
Accepted
01 Jul 2005
First published
27 Jul 2005

Org. Biomol. Chem., 2005,3, 3194-3200

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Amino acid-derived hydroxamic acids as chiral ligands in the vanadium catalysed epoxidation

A. V. Malkov, Z. Bourhani and P. Kočovský, Org. Biomol. Chem., 2005, 3, 3194 DOI: 10.1039/B505324B

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