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
Full Text: HTML
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).
Related Articles:
[Pluth, Michael D.; Bergman, Robert G.; Raymond, Kenneth N. Angewandte Chemie - International Edition, 2007 , vol. 46, # 45 p. 8587 - 8589]
[Ali, Mohammed Hashmat; Greene, Stacie; Wiggin, Candace J.; Khan, Saira Synthetic Communications, 2006 , vol. 36, # 12 p. 1761 - 1767]
[Shimizu, Isao; Tsuji, Jiro Journal of the American Chemical Society, 1982 , vol. 104, # 21 p. 5844 - 5846]
[Schultz, Mitchell J.; Park, Candice C.; Sigman, Matthew S. Chemical Communications, 2002 , # 24 p. 3034 - 3035]
[Lenze, Matthew; Sedinkin, Sergey L.; Bauer, Eike B. Journal of Molecular Catalysis A: Chemical, 2013 , vol. 373, p. 161 - 171]