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

AV Malkov, Z Bourhani, P Kočovský

Index: Malkov, Andrei V.; Bourhani, Zainaba; Kocovsky, Pavel Organic and Biomolecular Chemistry, 2005 , vol. 3, # 17 p. 3194 - 3200

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Citation Number: 29

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.