Highly Enantioselective Synthesis of Linear β-Amino Alcohols |
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Authors: | Thomas-Xavier Métro Dr. Domingo Gomez Pardo Dr. Janine Cossy Prof. |
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Affiliation: | Laboratoire de Chimie Organique, Ecole Supérieure de Physique et de Chimie Industrielles de la ville de Paris (ESPCI ParisTech), CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05 (France), Fax: (+33) 140-794-660 |
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Abstract: | β-Amino alcohols derived from α-amino acids have been extensively used as a powerful source of chirality. Transforming the alcohol moiety into a good leaving group has allowed the rearrangement of these β-amino alcohols and the introduction of a large number of nucleophiles through the anchimeric participation of the nitrogen atom. An overview on the recent progress realized on the rearrangement of these β-amino alcohols in the presence of (CF3CO)2O and H2SO4 is reported. |
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Keywords: | amino alcohols aziridinium rearrangement sulfuric acid trifluoroacetic anhydride |
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