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...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
08 March 2019
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| In: |
Chemistry - a European journal
Year: 2019, Volume: 25, Issue: 40, Pages: 9498-9503 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201900531 |
| Online Access: | 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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| Author Notes: | Pilar Calleja, Martin Ernst, A. Stephen K. Hashmi, and Thomas Schaub |
| Summary: | 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. |
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| Item Description: | Version of record online: April 17, 2019 Gesehen am 07.11.2019 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201900531 |