Efficient synthesis of multifunctional furanoid C-glycoamino acid precursors |
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| Affiliation: | 1. Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, 33006 Oviedo, Spain;2. Laboratorio de Síntesis Orgánica, Facultad de Química, Universidad de La Habana, 10400 La Habana, Cuba;1. Department of Organic Chemistry, University of Debrecen, POB 400, H-4002 Debrecen, Hungary;2. Department of Chemistry, University of Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany;1. Laboratory MIST E-R, Via P. Gobetti 101, 40129 Bologna, Italy;2. Consiglio Nazionale delle Ricerche (CNR), Istituto per lo Studio dei Materiali Nanostrutturati (ISMN), Via P. Gobetti 101, 40129 Bologna, Italy;3. Consiglio Nazionale delle Ricerche (CNR), Istituto per la Sintesi Organica e la Fotoreattività (ISOF), Via P. Gobetti 101, 40129 Bologna, Italy |
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| Abstract: | Ready access to constrained, multifunctionalized, hydrolytically stable amino acids has been established by the synthesis of their direct precursors using 2,5-anhydro-3-azido-3-deoxy-d-altrose (a ‘formyl azido-C-glycofuranoside’), or its readily available, stable synthetic equivalent [(1R) and (1S)-2,5-anhydro-3-azido-4,6-O-benzylidene-3-deoxy-1-fluoro-1-O-methyl-d-altritol], as novel molecular scaffolds. |
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