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Volumn 3, Issue 23, 2001, Pages 3695-3697

Use of the Vicinal element effect for regiochemical control of quinone substitutions and its implication for convergent mitomycin construction

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; MITOMYCIN; QUINONE DERIVATIVE;

EID: 0035891705     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016625z     Document Type: Article
Times cited : (13)

References (27)
  • 2
    • 33845561067 scopus 로고
    • Total synthesis of rac-mitomycin C: (a) Kishi, Y. J. Nat. Prod. 1979, 42, 549-568.
    • (1979) J. Nat. Prod. , vol.42 , pp. 549-568
    • Kishi, Y.1
  • 4
    • 0035912362 scopus 로고    scopus 로고
    • Recent synthetic studies: (a) Coleman, R. S.; Chen, W. Org. Lett. 2001, 2, 1141-1144.
    • (2001) Org. Lett. , vol.2 , pp. 1141-1144
    • Coleman, R.S.1    Chen, W.2
  • 8
    • 0021246919 scopus 로고
    • Recourse was eventually made to N4-C4a bond formation prior to C9-C8a, but this sequence has not yet enabled the total synthesis, (a) Luly, J. R.; Rapoport, H. J. Org. Chem. 1984, 49, 1671-1672.
    • (1984) J. Org. Chem. , vol.49 , pp. 1671-1672
    • Luly, J.R.1    Rapoport, H.2
  • 18
    • 84982062652 scopus 로고
    • Huisman, H. O. Recueil 1950, 69, 1133-1156.
    • (1950) Recueil , vol.69 , pp. 1133-1156
    • Huisman, H.O.1
  • 19
    • 0042225627 scopus 로고    scopus 로고
    • Structural assignments were made by HMBC and NOE measurements in both cases. See Supporting Information for details
    • Structural assignments were made by HMBC and NOE measurements in both cases. See Supporting Information for details.
  • 22
    • 0041725321 scopus 로고    scopus 로고
    • note
    • Experiments suggest that these product ratios are kinetic distributions.
  • 24
    • 0035125396 scopus 로고    scopus 로고
    • For examples of the vicinal element effect (methoxy-substitution) in quinones where enone electronics are not overridden, see: (a) Tatsuta, K.; Mukai, H.; Mitsumoto, K. J. Antibiot. 2001, 54, 105-108.
    • (2001) J. Antibiot. , vol.54 , pp. 105-108
    • Tatsuta, K.1    Mukai, H.2    Mitsumoto, K.3
  • 25
    • 0043227830 scopus 로고    scopus 로고
    • Reference 11
    • (b) Reference 11.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.