Palladium-catalyzed Suzuki cross-coupling of aryl halides with aryl boronic acids in the presence of glucosamine-based phosphines |
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| Authors: | Robert Kolodziuk Mustapha Tollabi Catherine Goux-Henry Denis Sinou |
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| Affiliation: | a Laboratoire de Synthèse Asymétrique, associé au CNRS, CPE Lyon, Université Claude Bernard Lyon 1, 43, boulevard du 11 novembre 1918, 69622 Villeurbanne Cedex, France
b Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanskya Street 5, 02094 Kiev 94, Ukraine |
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| Abstract: | Carbohydrate-substituted phosphines are easily obtained in quite good yields by coupling of protected or non-protected d-glucosamine with the corresponding diphenylphosphino acid. These neutral ligands, in association with palladium acetate, are very active catalysts in the Suzuki cross-coupling reaction. The polyhydroxy phosphines are more active than the peracetylated phosphines. The process tolerates electron-rich as well as electron-poor substituents. Excellent turnovers, up to 97?000 are observed. |
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| Keywords: | Suzuki coupling Phosphine Carbohydrate Water-soluble |
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