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Volumn 3, Issue 12, 2002, Pages 1266-1269

Fluorinated protective groups for on-resin quantification of solid-phase oligosaccharide synthesis with 19F NMR spectroscopy

Author keywords

Carbohydrates; Fluorine; Glycosylation; NMR spectroscopy; Solid phase synthesis

Indexed keywords

FLUORINE; OLIGOSACCHARIDE;

EID: 0037011484     PISSN: 14394227     EISSN: None     Source Type: Journal    
DOI: 10.1002/1439-7633(20021202)3:12<1266::AID-CBIC1266>3.0.CO;2-6     Document Type: Article
Times cited : (14)

References (30)
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    • P. H. Seeberger, X. Beebe, G. D. Sukenick, S. Pochapsky, S. J. Danishefsky, Angew. Chem. 1997, 109, 507-510; Angew. Chem. Int. Ed. Engl. 1997, 36, 491-493.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 491-493
  • 11
    • 0000835920 scopus 로고    scopus 로고
    • T. Kanemitsu, O. Kanie, C.-H. Wong, Angew. Chem. 1998, 110, 3574-3577; Angew. Chem. Int. Ed. 1998, 37, 3415-3418.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 3415-3418
  • 21
    • 12244274898 scopus 로고    scopus 로고
    • note
    • F = 0.00 ppm) as an internal standard.
  • 25
    • 12244298087 scopus 로고    scopus 로고
    • note
    • 19F resonances at - 120.6 and - 121.4 ppm. The linker signal remained at the same shift as for resin 3 (- 134.4 ppm).
  • 26
    • 12244249772 scopus 로고    scopus 로고
    • note
    • 19F resonances derived from the oFPhCH and pFBz protective groups.
  • 27
    • 12244290224 scopus 로고    scopus 로고
    • note
    • -1).
  • 29
    • 12244250668 scopus 로고    scopus 로고
    • note
    • Fluorinated protective groups have previously been found to provide anchimeric assistance in the formation of 1,2-trans glycosidic bonds equally as well as the regular benzoyl group does (see ref. [28]). The poor β/α selectivity obtained for 4 was therefore concluded to be due to the low reactivity of the hydroxy group at the 4-position in 3.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.