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http://hdl.handle.net/11154/2248
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| Title: | Enantioselective synthesis of alpha-hydroxy-beta-amino acids from alpha-amino acids mediated by sulfoxides |
| Authors: | Salgado, F
Ortiz, B
Diaz, E
Yuste, F
Walls, F
Ruano, JLG
Sánchez-Obregon, R |
| Issue Date: | 2007 |
| Abstract: | The synthesis of the optically pure (2S, 3S)- and (2R, 3S)-3-amino-2-hydroxybutanoic acids from commercially available ( S)alanine derivatives is reported. The key step of the synthetic sequence is the conversion of gamma-amino sulfoxides into gamma-amino alcohols by treatment with TFAA and sym-collidine. The efficiency of this non-oxidative Pummerer reaction (NOPR) is dependent on the stereochemistry of the starting sulfoxide. (c) 2007 Elsevier Ltd. All rights reserved. |
| URI: | http://hdl.handle.net/11154/2248 |
| ISSN: | 0040-4020 |
| Appears in Collections: | Ciencias
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