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Volumn 17, Issue 26, 2011, Pages 7345-7356

Direct experimental evidence for the high chemical reactivity of α- and β-xylopyranosides adopting a 2,5B conformation in glycosyl transfer

Author keywords

conformation analysis; enzyme catalysis; glycosides; glycosylation; hydrolysis; structure activity relationships

Indexed keywords

BOATS; ENZYMATIC HYDROLYSIS; GLYCOSIDES; GLYCOSYLATION; HYDROLYSIS; LOCKS (FASTENERS);

EID: 79958816218     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201003251     Document Type: Article
Times cited : (16)

References (63)
  • 3
    • 61849111654 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 1900-1934
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1900-1934
  • 41
    • 79958860687 scopus 로고    scopus 로고
    • note
    • An oxidation-vinylation sequence applied to the diol resulting from benzylidene opening of compound 4 to directly obtain compound 7 was unsuccessful, leading instead to the formation of complex mixtures.
  • 44
    • 79958784019 scopus 로고    scopus 로고
    • Of note is the very fast rate of this reaction, which was complete after a few minutes, in accordance with the high reactivity of the boat conformer
    • Of note is the very fast rate of this reaction, which was complete after a few minutes, in accordance with the high reactivity of the boat conformer.
  • 45
    • 79958864463 scopus 로고    scopus 로고
    • has developed a program that enables the IUPAC conformation to be calculated from the crystal structure angles, see:. This was used for the three crystal structures
    • D. M. Whitfield has developed a program that enables the IUPAC conformation to be calculated from the crystal structure angles, see:. This was used for the three crystal structures.
    • Whitfield, D.M.1
  • 48
    • 79958834300 scopus 로고    scopus 로고
    • note
    • 2,5B conformation perfectly matches the required W-like arrangement between all these protons and accounts for the experimentally observed long-range coupling.
  • 60
    • 7244245511 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 5386-5389.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 5386-5389


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.