Ruthenium-catalyzed deaminative hydrogenation of amino nitriles: direct access to 1,2-amino alcohols
A new approach for the efficient and highly selective synthesis of 1,2-amino alcohols by direct reductive hydrolysis of N-formyl-protected α-amino nitriles is reported. The commercially available RuHCl(CO)(PPh3)3 complex was found to be a suitable catalyst for this operationally simple protocol, in...
Gespeichert in:
| Hauptverfasser: | , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
08 March 2019
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| In: |
Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 40, Pages: 9498-9503 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201900531 |
| Online-Zugang: | Resolving-System, Volltext: https://doi.org/10.1002/chem.201900531 Verlag: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201900531 
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| Verfasserangaben: | Pilar Calleja, Martin Ernst, A. Stephen K. Hashmi, and Thomas Schaub |
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| 245 | 1 | 0 | |a Ruthenium-catalyzed deaminative hydrogenation of amino nitriles |b direct access to 1,2-amino alcohols |c Pilar Calleja, Martin Ernst, A. Stephen K. Hashmi, and Thomas Schaub |
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| 520 | |a A new approach for the efficient and highly selective synthesis of 1,2-amino alcohols by direct reductive hydrolysis of N-formyl-protected α-amino nitriles is reported. The commercially available RuHCl(CO)(PPh3)3 complex was found to be a suitable catalyst for this operationally simple protocol, in which no stoichiometric amounts of undesired metal waste are generated. The deaminative hydrogenation is performed at 55 bar of H2, using a 6:1 mixture of 1,4-dioxane/water as solvent. In addition, hydroxymethyl alcohols were prepared from cyanoketones under very similar conditions. | ||
| 650 | 4 | |a amino alcohols | |
| 650 | 4 | |a deamination | |
| 650 | 4 | |a hydrogenation | |
| 650 | 4 | |a nitriles | |
| 650 | 4 | |a ruthenium | |
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