Cyclobutane serine amino acid derivatives as 5-hydroxyproline precursors
- Pérez-Fernández, M. 1
- Avenoza, A. 1
- Busto, J.H. 1
- Peregrina, J.M. 1
- Rodríguez, F. 1
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1
Universidad de La Rioja
info
ISSN: 1551-7004
Año de publicación: 2010
Volumen: 2010
Número: 3
Páginas: 191-202
Tipo: Artículo
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Resumen
The synthesis of the 5-hydroxyproline derivatives 3a and 3b using cyclobutane serine analogs 1 and 2 as starting materials is reported. This process occurs with moderate cis/trans selectivity. A mechanism for this reaction is also proposed. Cyclobutane serine analog 1 was tested in tandem Michael and Wittig-like reactions, providing some evidence of the mechanism proposed.