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Volumn 119, Issue 46, 1997, Pages 11217-11223

Are glycosyl triflates intermediates in the sulfoxide glycosylation method? A chemical and 1H, 13C, and 19F NMR spectroscopic investigation

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CARBOHYDRATE SYNTHESIS; GLYCOSYLATION; IN VITRO STUDY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030684114     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja971239r     Document Type: Article
Times cited : (379)

References (54)
  • 28
    • 1842363373 scopus 로고
    • Mason, J., Ed.; Plenum: New York
    • Jameson, C. J. In Multinuclear NMR; Mason, J., Ed.; Plenum: New York, 1987; pp 437-445.
    • (1987) Multinuclear NMR , pp. 437-445
    • Jameson, C.J.1
  • 32
    • 1842271789 scopus 로고    scopus 로고
    • note
    • 19F NMR spectroscopy, indicating that PhSOTf is truly absent from the reaction mixture and not simply obscured by the signal due to the pyridinium triflate.
  • 47
    • 0030761432 scopus 로고    scopus 로고
    • A very recent modification of this reaction has been described in which the pyranose is activated with triflic anhydride in the presence of diphenyl sulfoxide at -78°C, prior to the addition of the acceptor alcohol. Here, the order of mixing the reagents and the reactivity patterns described suggest that a glycosyl triflate may be formed as an intermediate. Garcia, B. A.; Poole, J. L.; Gin, D. Y. J. Am. Chem. Soc. 1997, 119, 7597-7598.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 7597-7598
    • Garcia, B.A.1    Poole, J.L.2    Gin, D.Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.