Tetrahedron

Copper-catalysed aerobic oxidation of alcohols using fluorous biphasic catalysis

G Ragagnin, B Betzemeier, S Quici, P Knochel

Index: Ragagnin, Gianna; Betzemeier, Bodo; Quici, Silvio; Knochel, Paul Tetrahedron, 2002 , vol. 58, # 20 p. 3985 - 3991

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Citation Number: 166

Abstract

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).