Abstract
Asymmetric synthesis of β-N-substituted (S)-α,β-diamino acids was accomplished by Michael addition of amines to the NiII complex of the Schiff base derived from (S)-2-[N-(N′-benzylprolyl)amino]benzophenone (BPB) and dehydroalamine. Diastereoselectivity of the reaction is kinetically and thermodynamically controlled. The chiral auxiliary reagent, BPB, can be recovered and reused.
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Translated fromIzvestiya Akademii Nauk. Serya Khimicheskaya, No. 3, pp. 504–507, March, 1997.
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Sagiyan, A.S., Avetisyan, A.E., Djamgaryan, S.M. et al. Asymmetric synthesis of β-N-substituted α,β-diamino acidsvia a chiral complex of NiII with a dehydroalanine derivative. Russ Chem Bull 46, 483–486 (1997). https://doi.org/10.1007/BF02495400
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DOI: https://doi.org/10.1007/BF02495400