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Volumn 13, Issue 3, 2003, Pages 519-524

Sordaricin antifungal agents

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ESTER DERIVATIVE; ETHER DERIVATIVE; SORDARICIN ALDEHYDE; UNCLASSIFIED DRUG;

EID: 0037330943     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(02)00937-X     Document Type: Article
Times cited : (60)

References (22)
  • 14
    • 0013403284 scopus 로고    scopus 로고
    • note
    • 2O at -78°C and were used directly.
  • 16
    • 0013459055 scopus 로고    scopus 로고
    • note
    • 6, 400 MHz) δ 5.00 (s, 1H), 4.24 (m, 1H), 4.11 (m, 1H), 3.66 (m, 1H), 3.44 (m, 1H), 3.38-3.27 (m, 3H), 3.15 (d, 1H, J=18.4 Hz), 3.09 (s, 1H), 2.06-1.61 (m, 11H), 1.75 (s, 3H), 1.68 (s, 3H), 1.46-1.21 (m, 7H), 0.91 (d, 3H, J=7.1 Hz), -0.14 (s, 9H).
  • 18
    • 0001290261 scopus 로고
    • Trost, B. M. Ed., Pergamon Press: New York
    • Snider, B. B. In Comprehensive Organic Synthesis; Trost, B. M. Ed., Pergamon Press: New York, 1991; Vol. 2, p 527.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 527
    • Snider, B.B.1
  • 19
    • 0013458070 scopus 로고    scopus 로고
    • note
    • However, upon oxidation of 12 under Swern conditions, the ketone 15 is the only product isolated. Under the proposed Swern oxidation mechanism, the initially formed activated alcohol becomes oxidized upon addition of the base and therefore 14 is formed, even at -78°C. Interestingly, the rate of the following step appears much quicker than with the Dess-Martin reagent as the alcohol 14 is transformed to ketone 15 even at this low temperature before the reagent is destroyed. This dichotomy in the rates for the second step may be due to the greater steric encumbrance of the Dess-Martin periodinane over that of the activated DMSO for the Swern oxidation.
  • 20
    • 0013413733 scopus 로고    scopus 로고
    • note
    • Alternatively, the reaction may be envisioned to proceed via initial acetate (from the Dess-Martin reagent) abstraction of the seemingly non-acidic allylic proton.
  • 21
    • 0013407483 scopus 로고    scopus 로고
    • note
    • MICs were determined according to NCCLS standards against fungal strains obtained from the American Type Culture Collection.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.