메뉴 건너뛰기




Volumn 44, Issue 8, 2005, Pages 1199-1201

Synthesis of the heterocyclic core of the GE2270 antibiotics and structure elucidation of a major degradation product

Author keywords

Asymmetric synthesis; Cross coupling; Heterocycles; Metalation; Natural products

Indexed keywords

DEGRADATION; ISOMERS; NITROGEN COMPOUNDS; REACTION KINETICS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 15444375711     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200461715     Document Type: Article
Times cited : (52)

References (42)
  • 10
    • 15444376460 scopus 로고    scopus 로고
    • ref. [5]
    • b) ref. [5].
  • 14
    • 0025769028 scopus 로고
    • Synthetic routes to the central pyridine core of related thiazoyl peptides: a) from 6-aminopyridone: T. R. Kelly, C. T. Jagoe, Z. Gu, Tetrahedron Lett. 1991, 32, 4263-4266;
    • (1991) Tetrahedron Lett. , vol.32 , pp. 4263-4266
    • Kelly, T.R.1    Jagoe, C.T.2    Gu, Z.3
  • 18
    • 1642540130 scopus 로고    scopus 로고
    • d) by Bohlmann-Rahtz reaction: M. C. Bagley, K. E. Bashford, C. L. Hesketh, C. J. Moody, J. Am. Chem. Soc. 2000, 122, 3301-3313; M. C. Bagley, J. W. Dale, R. L. Jenkins, J. Bower, Chem. Commun. 2004, 102-103;
    • (2004) Chem. Commun. , pp. 102-103
    • Bagley, M.C.1    Dale, J.W.2    Jenkins, R.L.3    Bower, J.4
  • 19
    • 0041392947 scopus 로고    scopus 로고
    • e) by [4+2] cycloaddition: K. C. Nicolaou, M. Nevalainen, B. S. Safina, M. Zak, S. Bulat, Angew. Chem. 2002, 114, 2021-2025; Angew. Chem. Int. Ed. 2002, 41, 1941-1945; C. J. Moody, R. A. Hughes, S. P. Thompson, L. Alcaraz, Chem. Commun. 2002, 1760-1761; R. A. Hughes, S. P. Thompson, L. Alcaraz, C. J. Moody, Chem. Commun. 2004, 946-948; K. C. Nicolaou, B. S. Safina, M. Zak, A. A. Estrada, S. H. Lee, Angew. Chem. 2004, 116, 5197-5202; Angew. Chem. Int. Ed. 2004, 43, 5087-5092.
    • (2002) Angew. Chem. , vol.114 , pp. 2021-2025
    • Nicolaou, K.C.1    Nevalainen, M.2    Safina, B.S.3    Zak, M.4    Bulat, S.5
  • 20
    • 0037014040 scopus 로고    scopus 로고
    • e) by [4+2] cycloaddition: K. C. Nicolaou, M. Nevalainen, B. S. Safina, M. Zak, S. Bulat, Angew. Chem. 2002, 114, 2021-2025; Angew. Chem. Int. Ed. 2002, 41, 1941-1945; C. J. Moody, R. A. Hughes, S. P. Thompson, L. Alcaraz, Chem. Commun. 2002, 1760-1761; R. A. Hughes, S. P. Thompson, L. Alcaraz, C. J. Moody, Chem. Commun. 2004, 946-948; K. C. Nicolaou, B. S. Safina, M. Zak, A. A. Estrada, S. H. Lee, Angew. Chem. 2004, 116, 5197-5202; Angew. Chem. Int. Ed. 2004, 43, 5087-5092.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1941-1945
  • 21
    • 0036056973 scopus 로고    scopus 로고
    • e) by [4+2] cycloaddition: K. C. Nicolaou, M. Nevalainen, B. S. Safina, M. Zak, S. Bulat, Angew. Chem. 2002, 114, 2021-2025; Angew. Chem. Int. Ed. 2002, 41, 1941-1945; C. J. Moody, R. A. Hughes, S. P. Thompson, L. Alcaraz, Chem. Commun. 2002, 1760-1761; R. A. Hughes, S. P. Thompson, L. Alcaraz, C. J. Moody, Chem. Commun. 2004, 946-948; K. C. Nicolaou, B. S. Safina, M. Zak, A. A. Estrada, S. H. Lee, Angew. Chem. 2004, 116, 5197-5202; Angew. Chem. Int. Ed. 2004, 43, 5087-5092.
    • (2002) Chem. Commun. , pp. 1760-1761
    • Moody, C.J.1    Hughes, R.A.2    Thompson, S.P.3    Alcaraz, L.4
  • 22
    • 2442446949 scopus 로고    scopus 로고
    • e) by [4+2] cycloaddition: K. C. Nicolaou, M. Nevalainen, B. S. Safina, M. Zak, S. Bulat, Angew. Chem. 2002, 114, 2021-2025; Angew. Chem. Int. Ed. 2002, 41, 1941-1945; C. J. Moody, R. A. Hughes, S. P. Thompson, L. Alcaraz, Chem. Commun. 2002, 1760-1761; R. A. Hughes, S. P. Thompson, L. Alcaraz, C. J. Moody, Chem. Commun. 2004, 946-948; K. C. Nicolaou, B. S. Safina, M. Zak, A. A. Estrada, S. H. Lee, Angew. Chem. 2004, 116, 5197-5202; Angew. Chem. Int. Ed. 2004, 43, 5087-5092.
    • (2004) Chem. Commun. , pp. 946-948
    • Hughes, R.1    Thompson, S.P.2    Alcaraz, L.3    Moody, C.J.4
  • 23
    • 4944237900 scopus 로고    scopus 로고
    • e) by [4+2] cycloaddition: K. C. Nicolaou, M. Nevalainen, B. S. Safina, M. Zak, S. Bulat, Angew. Chem. 2002, 114, 2021-2025; Angew. Chem. Int. Ed. 2002, 41, 1941-1945; C. J. Moody, R. A. Hughes, S. P. Thompson, L. Alcaraz, Chem. Commun. 2002, 1760-1761; R. A. Hughes, S. P. Thompson, L. Alcaraz, C. J. Moody, Chem. Commun. 2004, 946-948; K. C. Nicolaou, B. S. Safina, M. Zak, A. A. Estrada, S. H. Lee, Angew. Chem. 2004, 116, 5197-5202; Angew. Chem. Int. Ed. 2004, 43, 5087-5092.
    • (2004) Angew. Chem. , vol.116 , pp. 5197-5202
    • Nicolaou, K.C.1    Safina, B.S.2    Zak, M.3    Estrada, A.A.4    Lee, S.H.5
  • 24
    • 4944238016 scopus 로고    scopus 로고
    • e) by [4+2] cycloaddition: K. C. Nicolaou, M. Nevalainen, B. S. Safina, M. Zak, S. Bulat, Angew. Chem. 2002, 114, 2021-2025; Angew. Chem. Int. Ed. 2002, 41, 1941-1945; C. J. Moody, R. A. Hughes, S. P. Thompson, L. Alcaraz, Chem. Commun. 2002, 1760-1761; R. A. Hughes, S. P. Thompson, L. Alcaraz, C. J. Moody, Chem. Commun. 2004, 946-948; K. C. Nicolaou, B. S. Safina, M. Zak, A. A. Estrada, S. H. Lee, Angew. Chem. 2004, 116, 5197-5202; Angew. Chem. Int. Ed. 2004, 43, 5087-5092.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 5087-5092
  • 27
    • 0042208563 scopus 로고
    • For the regioselectivity of the halogen-metal exchange reactions of 2,3- and 2,5-dibromopyridines, see: a) W. E. Parham, R. M. Piccirilli, J. Org. Chem. 1977, 42, 257-260;
    • (1977) J. Org. Chem. , vol.42 , pp. 257-260
    • Parham, W.E.1    Piccirilli, R.M.2
  • 32
    • 0141855350 scopus 로고    scopus 로고
    • For the regioselectivity of cross-coupling reactions with a 3-acyl-2,6-dichloropyridine, see: W. Yang, Y. Wang, J. R. Corte, Org. Lett. 2003, 5, 3131-3134.
    • (2003) Org. Lett. , vol.5 , pp. 3131-3134
    • Yang, W.1    Wang, Y.2    Corte, J.R.3
  • 33
    • 0003397781 scopus 로고    scopus 로고
    • (Eds.: A. de Meijere, F. Diederich), Wiley-VCH, Weinheim
    • Selected monographs on cross-coupling reactions: a) Metalcatalyzed Cross-coupling Reactions, 2nd ed. (Eds.: A. de Meijere, F. Diederich), Wiley-VCH, Weinheim, 2004;
    • (2004) Metalcatalyzed Cross-coupling Reactions, 2nd Ed.
  • 34
    • 4344692348 scopus 로고    scopus 로고
    • Cross-coupling reactions - A practical guide
    • b) "Cross-Coupling Reactions-A Practical Guide": Ed. N. Miyaura, Top. Curr. Chem. 2002, 219;
    • (2002) Top. Curr. Chem. , vol.219
    • Miyaura, N.1
  • 42
    • 15444367873 scopus 로고    scopus 로고
    • note
    • +] calcd: 822.1297, found: 822.1289.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.