1. Asymmetric synthesis of new β-heterocyclic (S)-α-aminopropionic acids
- Author
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Saghyan, Ashot S., Simonyan, Hayarpi M., Stepanyan, Lala A., Ghazaryan, Samvel G., Geolchanyan, Arpine V., Manasyan, Luiza L., Ghochikyan, Vahe T., Ghochikyan, Tariel V., Hovhannisyan, Nelli A., Gevorgyan, Ashot, Iaroshenko, Viktor O., and Langer, Peter
- Subjects
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ASYMMETRIC synthesis , *HETEROCYCLIC compounds , *PROPIONIC acid , *AMINO acids , *CHIRALITY , *CHEMICAL decomposition , *METAL complexes , *SCHIFF bases , *STEREOSELECTIVE reactions - Abstract
Abstract: The asymmetric synthesis of novel non-proteinogenic β-heterocyclic α-amino acids via the diastereoselective conjugate addition of heterocyclic nucleophiles to the dehydroalanine moiety of chiral Ni(II) complexes has been studied. The complexes were formed from the Schiff base of dehydroalanine using (S)-2-N-(N-benzylprolyl)aminobenzophenone as a chiral auxiliary. After decomposition of the complexes, the α-amino acids were isolated with 30–99% ee. [Copyright &y& Elsevier]
- Published
- 2012
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