Vadim A.
Soloshonok
University of Arizona
Tucson, Estados UnidosPublicaciones en colaboración con investigadores/as de University of Arizona (23)
2005
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Michael addition reactions between chiral equivalents of a nucleophilic glycine and (S)- or (R)-3-[(E)-enoyl]-4-phenyl-1,3-oxazolidin-2-ones as a general method for efficient preparation of β-substituted pyroglutamic acids. Case of topographically controlled stereoselectivity
Journal of the American Chemical Society, Vol. 127, Núm. 43, pp. 15296-15303
2004
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Application of (S)- and (R)-methyl pyroglutamates as inexpensive, yet highly efficient chiral auxiliaries in the asymmetric Michael addition reactions
Tetrahedron Letters, Vol. 45, Núm. 37, pp. 6855-6858
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Biological and conformational study of β-substituted prolines in MT-II template: Steric effects leading to human MC5 receptor selectivity
Journal of Peptide Research, Vol. 63, Núm. 2, pp. 116-131
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Virtually complete control of simple and face diastereoselectivity in the Michael addition reactions between achiral equivalents of a nucleophilic glycine and (S)- or (R)-3-(E-enoyl)-4-phenyl-1,3-oxazolidin-2-ones: Practical method for preparation of β-substituted pyroglutamic acids and prolines
Journal of Organic Chemistry, Vol. 69, Núm. 15, pp. 4984-4990
2002
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A convenient, room-temperature-organic base protocol for preparing chiral 3-(enoyl)-1,3-oxazolidin-2-ones
Helvetica Chimica Acta, Vol. 85, Núm. 11, pp. 3616-3623
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Design of nonpeptides from peptide ligands for peptide receptors
Methods in Enzymology, Vol. 343, pp. 91-123
2001
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Asymmetric Synthesis of α,β-Dialkyl-α-phenylalanines via Direct Alkylation of a Chiral Alanine Derivative with Racemic α-Alkylbenzyl Bromides. A Case of High Enantiomer Differentiation at Room Temperature
Organic Letters, Vol. 3, Núm. 3, pp. 341-343
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Asymmetric synthesis of novel sterically constrained amino acids
Tetrahedron
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Large-scale asymmetric synthesis of novel sterically constrained 2′,6′-dimethyl- and α,2′,6′-trimethyltyrosine and -phenylalanine derivatives via alkylation of chiral equivalents of nucleophilic glycine and alanine
Tetrahedron, Vol. 57, Núm. 30, pp. 6375-6382
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Michael addition reactions between chiral Ni(II) complex of glycine and 3-(trans-enoyl)oxazolidin-2-ones. A case of electron donor - Acceptor attractive interaction-controlled face diastereoselectivity
Journal of Organic Chemistry, Vol. 66, Núm. 4, pp. 1339-1350
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Stereoselective synthesis of conformationally constrained reverse turn dipeptide mimetics
Tetrahedron Letters, Vol. 42, Núm. 2, pp. 145-148
2000
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(S)- or (R)-3-(E-enoyl)-4-phenyl-1,3-oxazolidin-2-ones: Ideal Michael acceptors to afford a virtually complete control of simple and face diastereoselectivity in addition reactions with glycine derivatives
Organic Letters, Vol. 2, Núm. 6, pp. 747-750
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2,2,5,5,8,8-Hexamethyl-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyrazine-3,6- dione, a bicyclic product of α-aminoisobutyric acid condensation
Acta Crystallographica Section C: Crystal Structure Communications, Vol. 56, Núm. 5, pp. 598-599
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A practical asymmetric synthesis of enantiomerically pure 3-substituted pyroglutamic acids and related compounds
Angewandte Chemie - International Edition, Vol. 39, Núm. 12, pp. 2172-2175
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A unique case of face diastereoselectivity in the Michael addition reactions between Ni(II)-complexes of glycine and chiral 3-(E-enoyl)-1,3-oxazolidin-2-ones
Tetrahedron Letters, Vol. 41, Núm. 49, pp. 9645-9649
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Convenient, asymmetric synthesis of enantiomerically pure 2',6'- dimethyltyrosine (DMT) via alkylation of chiral equivalent of nucleophilic glycine
Tetrahedron Asymmetry, Vol. 11, Núm. 14, pp. 2917-2925
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Convenient, large-scale asymmetric synthesis of enantiomerically pure trans-cinnamylglycine and -α-alanine
Tetrahedron, Vol. 56, Núm. 17, pp. 2577-2582
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Rational design of highly diastereoselective, organic base-catalyzed, room-temperature Michael addition reactions
Journal of Organic Chemistry, Vol. 65, Núm. 20, pp. 6688-6696
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Toward design of a practical methodology for stereocontrolled synthesis of χ-constrained pyroglutamic acids and related compounds. Virtually complete control of simple diastereoselectivity in the Michael addition reactions of glycine Ni(II) complexes with N-(enoyl)oxazolidinones
Tetrahedron Letters, Vol. 41, Núm. 2, pp. 135-139
1999
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Asymmetric Michael addition reactions of chiral Ni(II)-complex of glycine with (N-trans-enoyl)oxazolidines: Improved reactivity and stereochemical outcome
Tetrahedron Asymmetry, Vol. 10, Núm. 22, pp. 4265-4269