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For comprehensive reviews on the asymmetric synthesis of α-and β-amino acids see: (α-amino acids) (a) Williams, R. Synthesis of Optically Active α-Amino Acids, Pergamon Press, Oxford, 1989; and
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For a recent report on erythro-stereoselective transition metal-catalyzed aza-aldol reactions of methyl isocyanoacetate see: Hayashi, T.; Kishi, E.; Soloshonok, V.A.; Uozumi, Y. Tetrahedron Letters 1996, 37, 4969.
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Hayashi, T.1
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Biocatalytic entry to enantiomerically pure β-Amino acids
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Juaristi, E. Ed., VCH Publishers, INC., N.Y., Chapter 21
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(b) Soloshonok, V. A. "Biocatalytic Entry to Enantiomerically Pure β-Amino Acids" in Enantioselective Synthesis of β-Amino Acids, Juaristi, E. Ed., VCH Publishers, INC., N.Y., Chapter 21, 1996;
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Practical synthesis of enantiopure fluoro-amino acids of biological interest by asymmetric aldol reactions
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Ojima, I.; McCarthy, J. R.; Welch, J. T. Eds., ACS Books, American Chemical Society, Washington, D.C., Chapter 2
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(c) Soloshonok, V. A. "Practical Synthesis of Enantiopure Fluoro-Amino Acids of Biological Interest by Asymmetric Aldol Reactions" in Biomedical Frontiers of Fluorine Chemistry, Ojima, I.; McCarthy, J. R.; Welch, J. T. Eds., ACS Books, American Chemical Society, Washington, D.C., Chapter 2, 1996; For most recent publications see: Fluoroorganic Chemistry: Synthetic Challenges and Biomedical Rewards; Resnati, G.; Soloshonok, V. A., Eds.; Tetrahedron Symposium-in-Print, 58; Tetrahedron 1996, 52, 1-330.
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(c) Soloshonok, V. A. "Practical Synthesis of Enantiopure Fluoro-Amino Acids of Biological Interest by Asymmetric Aldol Reactions" in Biomedical Frontiers of Fluorine Chemistry, Ojima, I.; McCarthy, J. R.; Welch, J. T. Eds., ACS Books, American Chemical Society, Washington, D.C., Chapter 2, 1996; For most recent publications see: Fluoroorganic Chemistry: Synthetic Challenges and Biomedical Rewards; Resnati, G.; Soloshonok, V. A., Eds.; Tetrahedron Symposium-in-Print, 58; Tetrahedron 1996, 52, 1-330.
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(c) Soloshonok, V. A. "Practical Synthesis of Enantiopure Fluoro-Amino Acids of Biological Interest by Asymmetric Aldol Reactions" in Biomedical Frontiers of Fluorine Chemistry, Ojima, I.; McCarthy, J. R.; Welch, J. T. Eds., ACS Books, American Chemical Society, Washington, D.C., Chapter 2, 1996; For most recent publications see: Fluoroorganic Chemistry: Synthetic Challenges and Biomedical Rewards; Resnati, G.; Soloshonok, V. A., Eds.; Tetrahedron Symposium-in-Print, 58; Tetrahedron 1996, 52, 1-330.
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23
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0342829735
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note
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2 derivatives were rather inert toward the addition reactions.
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24
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0342829729
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note
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3), 5.51 (1H, d, α-CH), 5.92 (1H, m, β-CH), 7.07, 7.50 (4H, AB, J = 9.0 Hz, ArH).
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25
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0343264617
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note
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-3. Diffraction data were measured on an Siemens P4-PC diffractometer; radiation MoKα (λ = 0.71073 Å); temperature 289 K. Full crystallographic data have been deposited with the Cambridge Crystallographic Data Center and are available on request from L.V.M.
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26
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84981828672
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The (2S,3R)-configuration of the amino acid residue in complex 4, a consequence of the Cahn-Ingold-Prelog priority, is stereochemically equivalent to the (2S,3S)-configuration in the hydrocarbon analogs; Cahn, R.S.; Ingold, C.; Prelog, V. Angew. Chem. Int. Ed. Engl., 1966, 5, 385.
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Cahn, R.S.1
Ingold, C.2
Prelog, V.3
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27
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0001797240
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Some effects of lithium salts, of strong bases, and of the cosolvent DMPU in peptide chemistry, and elsewhere
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Ernst, B.; Leumann, C. Eds., Verlag Helvetica Chimica Acta: Basel, VCH: Weinheim
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Seebach, D.; Beck, A. K.; Studer, A. "Some Effects of Lithium Salts, of Strong Bases, and of the Cosolvent DMPU in Peptide Chemistry, and Elsewhere" in Modern Synthetic Methods 1995, Vol. 7, Ernst, B.; Leumann, C. Eds., Verlag Helvetica Chimica Acta: Basel, VCH: Weinheim, 1995, 1-178.
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Seebach, D.1
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Soloshonok, V. A.; Avilov, D. V.; Kukhar, V. P. Tetrahedron 1996, 52, 12433.
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