Asymmetric synthesis of β-N-substituted α,β-diamino acidsvia a chiral complex of NiII with a dehydroalanine derivative |
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| Authors: | A. S. Sagiyan A. E. Avetisyan S. M. Djamgaryan L. R. Djilavyan E. A. Gyulumyan S. K. Grigoryan N. A. Kuz'mina S. A. Orlova N. S. Ikonnikov V. S. Larichev V. I. Tararov Yu. N. Belokon |
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| Affiliation: | (1) Institute of Biotechnology, 14 ul. Gyurdzhana, 375056 Erevan, Republic of Armenia;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation |
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| 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. Translated fromIzvestiya Akademii Nauk. Serya Khimicheskaya, No. 3, pp. 504–507, March, 1997. |
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| Keywords: | dehydroalanine amines Michael addition β -N-substituted α ,β -diamino acids (S)-2-[N-(N′ -benzylprolyl)amino]benzophenone asymmetric synthesis |
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