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Volumn 8, Issue 9, 2006, Pages 1759-1762

TESOTf-induced rearrangement of quinols. Efficient construction of the fully functionalized carbon skeleton of the griseusins by a divergent- reconvergent approach

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOSIDE; GRISEUSIN; HYDROQUINONE DERIVATIVE; NAPHTHOQUINONE;

EID: 33646464376     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol060206q     Document Type: Article
Times cited : (12)

References (36)
  • 3
    • 0020626656 scopus 로고
    • For the elucidation of the absolute stereochemistry of (-)-griseusin A (1) and B (2), see: (a) Kometani, T.; Takeuchi, Y.; Yoshii, E. J. Org. Chem. 1983, 48, 2311.
    • (1983) J. Org. Chem. , vol.48 , pp. 2311
    • Kometani, T.1    Takeuchi, Y.2    Yoshii, E.3
  • 15
    • 0028355330 scopus 로고
    • Unlike the medermycin family and the granaticins, which are glycosylated octaketides, the griseusins are decaketides. See: Yu, T. W.; Bibb, M. J.; Revill, W. P.; Hopwood, S. A. J. Bacteriol. 1994, 176, 2627.
    • (1994) J. Bacteriol. , vol.176 , pp. 2627
    • Yu, T.W.1    Bibb, M.J.2    Revill, W.P.3    Hopwood, S.A.4
  • 29
    • 33646450363 scopus 로고    scopus 로고
    • note
    • Addition of water at low temperature (-78 °C) resulted in the formation of a mixture of quinol 15 and quinone 17 in which the bromo substituent had been lost. In this experiment, the isolated yields of 15 and 17 were 35 and 37%, respectively.
  • 30
    • 33646448377 scopus 로고    scopus 로고
    • note
    • 2O, t-BuOMe) and at different concentrations of quinone 12 (0.1 M or 20 mM).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.