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Volumn 10, Issue 23, 2008, Pages 5489-5492

An organocatalytic approach to the construction of chiral oxazolidinone rings and application in the synthesis of antibiotic linezolid and its analogues

Author keywords

[No Author keywords available]

Indexed keywords

ACETAMIDE DERIVATIVE; ANTIINFECTIVE AGENT; LINEZOLID; OXAZOLIDINONE DERIVATIVE;

EID: 61349130056     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol802333n     Document Type: Article
Times cited : (33)

References (52)
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    • For selected recent examples of preparation of linezolid analogues, see: a
    • For selected recent examples of preparation of linezolid analogues, see: (a) Brickner, S. J.; Barbachyn, M. R.; Hutchinson, D. K.; Manninen, P. R. J. Med. Chem. 2008, 51, 1981.
    • (1981) J. Med. Chem , vol.2008 , pp. 51
    • Brickner, S.J.1    Barbachyn, M.R.2    Hutchinson, D.K.3    Manninen, P.R.4
  • 23
    • 0035886887 scopus 로고    scopus 로고
    • For reviews of organocatalysis, see: a
    • For reviews of organocatalysis, see: (a) Dalko, P. I.; Moisan, L. Angew. Chem., Int. Ed. 2001, 40, 3726.
    • (2001) Angew. Chem., Int. Ed , vol.40 , pp. 3726
    • Dalko, P.I.1    Moisan, L.2
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    • 38349142750 scopus 로고    scopus 로고
    • (e) List, B. Chem. Rev. 2007, 107, 5413.
    • (2007) Chem. Rev , vol.107 , pp. 5413
    • List, B.1
  • 28
    • 34250684250 scopus 로고    scopus 로고
    • For a review of application of organocatalysis in drug and total synthesis, see
    • For a review of application of organocatalysis in drug and total synthesis, see: de Figueiredo, R. M.; Christmann, M. Eur. J. Org. Chem. 2007, 2575.
    • (2007) Eur. J. Org. Chem , pp. 2575
    • de Figueiredo, R.M.1    Christmann, M.2
  • 29
    • 35348861428 scopus 로고    scopus 로고
    • For a review of organocatalytic aldol reactions, see: a
    • For a review of organocatalytic aldol reactions, see: (a) Guillena, G.; Najera, C.; Ramon, D. J. Tetrahedron: Asymmetry 2007, 18, 2249.
    • (2007) Tetrahedron: Asymmetry , vol.18 , pp. 2249
    • Guillena, G.1    Najera, C.2    Ramon, D.J.3
  • 42
    • 6444239481 scopus 로고    scopus 로고
    • For examples of organocatalytic aldol reactions of α-hydroxy, α-alkoxy, and α-halo-ketoens/aldehdyes, see: (a) Thayumanavan, R, Tanaka, F, Barbas, C. F, III. Org. Lett. 2004, 6, 3541
    • For examples of organocatalytic aldol reactions of α-hydroxy, α-alkoxy, and α-halo-ketoens/aldehdyes, see: (a) Thayumanavan, R.; Tanaka, F.; Barbas, C. F., III. Org. Lett. 2004, 6, 3541.
  • 45
    • 44349084146 scopus 로고    scopus 로고
    • For examples of organocatalytic aldol reaction in drug and total synthesis, see: (a) Chandler, C. L, List, B. J. Am. Chem. Soc. 2008, 130, 6737
    • For examples of organocatalytic aldol reaction in drug and total synthesis, see: (a) Chandler, C. L.; List, B. J. Am. Chem. Soc. 2008, 130, 6737.
  • 51
    • 0030027833 scopus 로고    scopus 로고
    • See Supporting Information and Brickner, S. J.; Hutchinson, D. K.; Barbachyn, M. R.; Manninen, P. R.; Ulanowicz, D. A.; Garmon, S. A.; Grega, K. C.; Hendges, S. K.; Toops, D. S.; Ford, C. W.; Zurenko, G. E. J. Med. Chem. 1996, 39, 673.
    • See Supporting Information and Brickner, S. J.; Hutchinson, D. K.; Barbachyn, M. R.; Manninen, P. R.; Ulanowicz, D. A.; Garmon, S. A.; Grega, K. C.; Hendges, S. K.; Toops, D. S.; Ford, C. W.; Zurenko, G. E. J. Med. Chem. 1996, 39, 673.
  • 52
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    • Chiral HPLC analysis of final products showed no racemization occurred during these transformations see Supporting Information for product 2a
    • Chiral HPLC analysis of final products showed no racemization occurred during these transformations (see Supporting Information for product 2a).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.