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Volumn 10, Issue 13, 2008, Pages 2909-2912

Direct C-2 arylation of alkyl 4-thiazolecarboxylates: New insights in synthesis of heterocyclic core of thiopeptide antibiotics

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFECTIVE AGENT; CARBON; CARBOXYLIC ACID; HETEROCYCLIC COMPOUND; PEPTIDE; THIAZOLE DERIVATIVE;

EID: 51649130947     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801035c     Document Type: Article
Times cited : (84)

References (40)
  • 19
    • 41449090176 scopus 로고    scopus 로고
    • For examples of direct arylation of thiazole, see: (a) Campeau, L. C, Bertrand-Laperle, M, Leclerc, S. P, Villemure, E, Gorelsky, S, Fagnou, K. J. Am. Chem. Soc. 2008, 130, 3276-3277
    • For examples of direct arylation of thiazole, see: (a) Campeau, L. C.; Bertrand-Laperle, M.; Leclerc, S. P.; Villemure, E.; Gorelsky, S.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 3276-3277.
  • 31
    • 15444375711 scopus 로고    scopus 로고
    • Heckmann and Bach reported a first synthesis of an heterocyclic core of a thiopeptide antibiotic (GE2270A) in a complete cross-coupling approach: Heckmann, G.; Bach, T. Angew. Chem., Int. Ed. 2005, 44, 1199-1201.
    • Heckmann and Bach reported a first synthesis of an heterocyclic core of a thiopeptide antibiotic (GE2270A) in a complete cross-coupling approach: Heckmann, G.; Bach, T. Angew. Chem., Int. Ed. 2005, 44, 1199-1201.
  • 33
    • 13844320099 scopus 로고    scopus 로고
    • For previous reports on syntheses of dimethyl sulfomycinamate, see: a
    • For previous reports on syntheses of dimethyl sulfomycinamate, see: (a) Bagley, M. C.; Chapaneri, K.; Dale, J. W.; Xiong, X.; Bower, J. J. Org. Chem. 2005, 70, 1389-1399.
    • (2005) J. Org. Chem , vol.70 , pp. 1389-1399
    • Bagley, M.C.1    Chapaneri, K.2    Dale, J.W.3    Xiong, X.4    Bower, J.5
  • 39
    • 59949103949 scopus 로고    scopus 로고
    • Compound 28 was prepared through a three-step C-2 acylation, acetal protection, and C-4 stanylation sequence from commercially available 2,4-dibromothiazole (see the Supporting Information).
    • Compound 28 was prepared through a three-step C-2 acylation, acetal protection, and C-4 stanylation sequence from commercially available 2,4-dibromothiazole (see the Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.