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Volumn 120, Issue 7, 1998, Pages 1588-1599

Synthesis of Asialo GM1. New insights in the application of sulfonamidoglycosylation in oligosaccharide assembly: Subtle proximity effects in the stereochemical governance of glycosidation

Author keywords

[No Author keywords available]

Indexed keywords

GANGLIOTETRAOSYLCERAMIDE; OLIGOSACCHARIDE;

EID: 0032564883     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9724957     Document Type: Article
Times cited : (46)

References (20)
  • 5
    • 0027763241 scopus 로고
    • Barasch, J.; Kiss, B.; Prince, A.; Saiman, L.; Gruenert, D.; Al-Awqai, Q. Nature 1991, 352, 70-73. Barasch, J.; Al-Awqati, Q. J. Cell. Sci. (Suppl.) 1993, 17, 229-233.
    • (1993) J. Cell. Sci. (Suppl.) , vol.17 , pp. 229-233
    • Barasch, J.1    Al-Awqati, Q.2
  • 9
    • 17344373706 scopus 로고
    • Ph.D. Thesis, Yale University
    • Griffith, D. A. Ph.D. Thesis, Yale University, 1992.
    • (1992)
    • Griffith, D.A.1
  • 17
    • 17344367759 scopus 로고    scopus 로고
    • note
    • Conformer 58 could well be more stable than 62. However, if overall glycosidation through the latter is faster, glycosidation via 58, which lacks participation from the pyranose oxygen, formation of α-product will be competitive or even dominant.
  • 19
    • 0000023645 scopus 로고    scopus 로고
    • 4 axial amido nitrogen and the pyranose ring oxygen has been suggested by ab initio calculation after submission of this manuscript. See: Miljković, M.; Yeagley, D.; Deslongchamps, P.; Dong, Y. L. J. Org. Chem. 1997, 62, 7597-7604.
    • (1997) J. Org. Chem. , vol.62 , pp. 7597-7604
    • Miljković, M.1    Yeagley, D.2    Deslongchamps, P.3    Dong, Y.L.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.