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Volumn 11, Issue 10, 2005, Pages 627-632

Kinetic investigation of the effect of the amino acid side chains in the selective acidolysis of N-acyl-N,α,α-trialkyl glycine amides

Author keywords

N acyl N, , trialkyl glycine amides; Polar and steric substituent parameters; Rate constants; Selective acidolysis; Taft equations

Indexed keywords

GLYCINAMIDE; TRIFLUOROACETIC ACID;

EID: 27144447745     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/psc.673     Document Type: Article
Times cited : (8)

References (12)
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    • Jones, D.S.1    Kenner, G.W.2    Preston, J.3    Sheppard, R.C.4
  • 2
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    • Polypeptides. Part XXIII. The synthesis of peptides of α-benzylphenylalanine by unconventional methods, with a note on magnetic non-equivalence in derivatives of α-benzylphenylalanine
    • Maia HL, Ridge B, Rydon HN. Polypeptides. Part XXIII. The synthesis of peptides of α-benzylphenylalanine by unconventional methods, with a note on magnetic non-equivalence in derivatives of α-benzylphenylalanine. J. Chem. Soc. Perkin Trans. I 1973; 98-105.
    • (1973) J. Chem. Soc. Perkin Trans. I , pp. 98-105
    • Maia, H.L.1    Ridge, B.2    Rydon, H.N.3
  • 3
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    • Facilitation of oxazolinone formation by bulky amino acid side chains
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    • Freitas AM, Maia HLS. Facilitation of oxazolinone formation by bulky amino acid side chains. In Peptides 1988, Jung G, Bayer E (eds). Walter de Gruyter: Berlin, 1989; 13-15.
    • (1989) Peptides 1988 , pp. 13-15
    • Freitas, A.M.1    Maia, H.L.S.2
  • 5
    • 0141905834 scopus 로고    scopus 로고
    • An improved approach for the synthesis of α,α-dialkyl glycine derivatives by the Ugi-Passerini reaction
    • Costa SPG, Maia HLS, Pereira-Lima SMMA. An improved approach for the synthesis of α,α-dialkyl glycine derivatives by the Ugi-Passerini reaction. Org. Biomol. Chem. 2003; 1: 1475-1479.
    • (2003) Org. Biomol. Chem. , vol.1 , pp. 1475-1479
    • Costa, S.P.G.1    Maia, H.L.S.2    Pereira-Lima, S.M.M.A.3
  • 6
    • 0344981503 scopus 로고    scopus 로고
    • Synthesis of N-acyl-N,α,α-trialkyl and N-acyl-α,α-dialkyl glycines by selective cleavage of Ugi-Passerini adducts. Qualitative assessment of the effect of substituents on the path and yield of reaction
    • Jiang W-Q, Costa SPG, Maia HLS. Synthesis of N-acyl-N,α,α-trialkyl and N-acyl-α,α-dialkyl glycines by selective cleavage of Ugi-Passerini adducts. Qualitative assessment of the effect of substituents on the path and yield of reaction. Org. Biomol. Chem. 2003; 1: 3804-3810.
    • (2003) Org. Biomol. Chem. , vol.1 , pp. 3804-3810
    • Jiang, W.-Q.1    Costa, S.P.G.2    Maia, H.L.S.3
  • 7
    • 23144461475 scopus 로고    scopus 로고
    • Kinetic and mechanistic investigation of the selective acidolysis of the C-terminal amide bond of N-acyl-N,α,α-trialkyl glycine amides
    • in press; DOI: 10.1002/psc. 640
    • Jiang W-Q, Ventura C, Costa SPG, Albuquerque L, Gonçalves-Maia R, Maia HLS. Kinetic and mechanistic investigation of the selective acidolysis of the C-terminal amide bond of N-acyl-N,α,α-trialkyl glycine amides. J. Peptide Sci., in press; DOI: 10.1002/psc. 640
    • J. Peptide Sci.
    • Jiang, W.-Q.1    Ventura, C.2    Costa, S.P.G.3    Albuquerque, L.4    Gonçalves-Maia, R.5    Maia, H.L.S.6
  • 9
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    • Molecular diversity via a convertible isocyanide in the Ugi 4-component condensation
    • Keating TA, Armstrong RW. Molecular diversity via a convertible isocyanide in the Ugi 4-component condensation. J. Am. Chem. Soc. 1995; 117: 7842-7843.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 7842-7843
    • Keating, T.A.1    Armstrong, R.W.2
  • 10
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    • Separation of polar, steric and resonance effects in reactivity
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.