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Volumn 44, Issue 6, 2005, Pages 936-938

1,2,4-Oxadiazolidinones as configurationally stable chiral building blocks

Author keywords

Asymmetric synthesis; Cycloaddition; Heterocycles; Isocyanates; Nitrones

Indexed keywords

DRUG PRODUCTS; PURIFICATION; STRUCTURE (COMPOSITION);

EID: 13744262312     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200461934     Document Type: Article
Times cited : (24)

References (19)
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    • For a review on linezolid, see M. R. Barbachyn, C. W. Ford, Angew. Chem. 2003, 115, 2056; Angew. Chem. Int. Ed. 2003, 42, 2010.
    • (2003) Angew. Chem. , vol.115 , pp. 2056
    • Barbachyn, M.R.1    Ford, C.W.2
  • 2
    • 0038587681 scopus 로고    scopus 로고
    • For a review on linezolid, see M. R. Barbachyn, C. W. Ford, Angew. Chem. 2003, 115, 2056; Angew. Chem. Int. Ed. 2003, 42, 2010.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 2010
  • 3
    • 0032465924 scopus 로고    scopus 로고
    • A related chiral heterocyclic core can be found in HIV protease inhibitors, see G. V. De Lucca, P. Y. S. Lam, Drugs Future 1998, 23, 987.
    • (1998) Drugs Future , vol.23 , pp. 987
    • De Lucca, G.V.1    Lam, P.Y.S.2
  • 4
    • 13744254492 scopus 로고    scopus 로고
    • Merck Patent Gesellschaft mit beschränkter Haftung (DE), US 6455529 B1, 2002
    • For application as microbiocides, see: Merck Patent Gesellschaft mit beschränkter Haftung (DE), US 6455529 B1, 2002;
  • 5
    • 13744250597 scopus 로고    scopus 로고
    • Du Pont Merck Pharma (US), US 5610294, 1997
    • b) For application as adhesion receptor antagonists see: Du Pont Merck Pharma (US), US 5610294, 1997;
  • 6
    • 13744250296 scopus 로고    scopus 로고
    • Syngenta Crop Protection, US2004/0063937, 2004
    • c) For application as retroviral protease inhibitors, see: Syngenta Crop Protection, US2004/0063937, 2004.
  • 10
    • 84989463058 scopus 로고
    • d) For a review on nitrone cycloadditions including isocyanates as reaction partners, see: D. S. C. Black, R. F. Crozier, V. C. Davis, Synthesis 1975, 7, 205.
    • (1975) Synthesis , vol.7 , pp. 205
    • Black, D.S.C.1    Crozier, R.F.2    Davis, V.C.3
  • 11
    • 37049091759 scopus 로고
    • In a study of asymmetric cycloaddition involving nitrones and olefins, brief mention of the cycloaddition reaction with phenyl-isocyanate is described. At best a 2:1 ratio of diastereomers was obtained, and attempts to remove the phenethyl auxiliary led to destruction of the heterocycle, see: C. Belzecki, I. Panfil, J. Chem. Soc. Chem. Commun. 1977, 303.
    • (1977) J. Chem. Soc. Chem. Commun. , pp. 303
    • Belzecki, C.1    Panfil, I.2
  • 16
    • 0037119338 scopus 로고    scopus 로고
    • R. Fässler, D. E. Frantz, J. Oetiker, E. M. Carreira, Angew. Chem. 2002, 114, 3180; Angew. Chem. Int. Ed. 2002, 41, 3054.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 3054
  • 17
    • 84985072351 scopus 로고
    • For the development of the chiral mannose-derived nitrones, see: A. Vasella, Helv. Chim. Acta 1977, 60, 1273.
    • (1977) Helv. Chim. Acta , vol.60 , pp. 1273
    • Vasella, A.1
  • 19
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    • note
    • a as ≤2 for the corresponding conjugate acid.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.