Journal
TETRAHEDRON
Volume 58, Issue 20, Pages 3985-3991Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(02)00250-8
Keywords
alcohols oxidation; TEMPO; fluorinated copper ligands; cyclohexanols; fluorous catalysis
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A copper(I) catalysed and TEMPO mediated fluorous biphasic oxidation of primary, secondary, allylic and benzylic alcohols with oxygen in the presence of a bipyridine ligand bearing perfluorinated ponytails is described. High chemoselectivities are observed in the oxidation of substituted cyclohexanols (substituted axial cyclohexanols react 6-8 times faster than the corresponding equatorial cyclohexanols). (C) 2002 Elsevier Science Ltd. All rights reserved.
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