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Coeffard, V., Beaudet, I., Evain, M., Le Grognec, E. & Quintard, J.-P. (2008) Preparation and transmetallation of enantioenriched alpha-aminoorganostannanes derived from N-Boc phenylglycinol: Application to the synthesis of alafosfalin. Eur. J. Org. Chem. 3344–3351.
Added by: Laurent Cournède (2016-03-10 21:58:41) |
| Type de référence: Article DOI: 10.1002/ejoc.200800208 Numéro d'identification (ISBN etc.): 1434-193X Clé BibTeX: Coeffard2008 Voir tous les détails bibliographiques  |
Catégories: MIOPS Mots-clés: acids, amino, amino acids, antibacterial agents, Asymmetric synthesis, asymmetric-synthesis, biological-activity, configurational stability, diastereoselective synthesis, enantioselective syntheses, lithium, phosphonopeptides, precursors, tin, transmetallation Créateurs: Beaudet, Coeffard, Evain, Le Grognec, Quintard Collection: Eur. J. Org. Chem. |
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| Résumé |
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Enantioenriched tributylstannylated alpha-amino alcohols were synthesised by an improved procedure based on ring opening of 2-tributylstannyloxazolidines. Corresponding alpha-amino organolithiums were generated from O-silylated tributylstannylated alpha-amino alcohols and trapped with retention of configuration. Thereby, this methodology was used to synthesise the antibacterial alpha-aminophosphonic acid alafosfalin. ((C) Wiley-VCH Verlag GmbH \& Co. KGaA, 69451 Weinheim, Germany, 2008).
Added by: Laurent Cournède |