trans-Hexahydrobenzoxazolidinones in the Enantioselective Synthesis of β2-Amino Acids Containing Proteinogenic Side Chains

The use of enantiopure trans‐hexahydrobenzoxazolidinones as chiral auxiliaries in the enantioselective synthesis of two β2‐amino acids containing proteinogenic side chains (β2‐hPhenylalanine and β2‐hLysine), in both enantiomeric forms, is described. Absolute configurations were assigned on the basis...

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Veröffentlicht in:European journal of organic chemistry 2014-04, Vol.2014 (11), p.2275-2283
Hauptverfasser: Bandala, Yamir, Reyes-Rangel, Gloria, Obregón-Zúñiga, Arturo, Cruz-Hernández, Carlos, Corzo, Gerardo, Juaristi, Eusebio
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Sprache:eng
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Zusammenfassung:The use of enantiopure trans‐hexahydrobenzoxazolidinones as chiral auxiliaries in the enantioselective synthesis of two β2‐amino acids containing proteinogenic side chains (β2‐hPhenylalanine and β2‐hLysine), in both enantiomeric forms, is described. Absolute configurations were assigned on the basis of X‐ray diffraction analysis and chemical correlation methods. Enantiopure trans‐hexahydrobenzoxazolidinones were employed as chiral auxiliaries in the preparation of two highly enantioenriched β2‐amino acids containing proteinogenic side chains (β2‐hPhenylalanine and β2‐hLysine) in both enantiomeric forms. The absolute configuration of the β‐amino acids was assigned on the basis of X‐ray diffraction analysis and chemical correlation.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201301834