Copper-catalysed aerobic oxidation of alcohols using fluorous biphasic catalysis

被引:165
作者
Ragagnin, G
Betzemeier, B
Quici, S
Knochel, P
机构
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
[2] CNR, Ctr Sintesi & Stereochim Speciali Sistemi Organ, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
关键词
alcohols oxidation; TEMPO; fluorinated copper ligands; cyclohexanols; fluorous catalysis;
D O I
10.1016/S0040-4020(02)00250-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:3985 / 3991
页数:7
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