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Volumn 18, Issue 9, 1999, Pages 1079-1095

Prearranged glycosides. Part 8. Intramolecular α-galactosylation via succinoyl tethered glycosides

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Indexed keywords


EID: 0033451614     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328309908544056     Document Type: Article
Times cited : (19)

References (47)
  • 4
    • 0001325832 scopus 로고
    • Y. Ito and T. Ogawa, Angew. Chem., 106, 1843 (1994); Angew. Chem. Int. Ed. Engl., 33, 1765 (1994);
    • (1994) Angew. Chem. , vol.106 , pp. 1843
    • Ito, Y.1    Ogawa, T.2
  • 5
    • 26844498306 scopus 로고
    • Y. Ito and T. Ogawa, Angew. Chem., 106, 1843 (1994); Angew. Chem. Int. Ed. Engl., 33, 1765 (1994);
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 1765
  • 14
    • 0001566548 scopus 로고
    • M. Bols and T. Skrydstrup, Chem. Rev., 95, 1253 (1995); M. Bols, Acta Chem. Scand., 50, 931 (1996);
    • (1995) Chem. Rev. , vol.95 , pp. 1253
    • Bols, M.1    Skrydstrup, T.2
  • 15
    • 0030256591 scopus 로고    scopus 로고
    • M. Bols and T. Skrydstrup, Chem. Rev., 95, 1253 (1995); M. Bols, Acta Chem. Scand., 50, 931 (1996);
    • (1996) Acta Chem. Scand. , vol.50 , pp. 931
    • Bols, M.1
  • 32
    • 0001596443 scopus 로고    scopus 로고
    • T. Ziegler and G. Lemanski, Angew. Chem., 110, 3367 (1998); Angew. Chem. Int. Ed. Engl., 37, 3129 (1998).
    • (1998) Angew. Chem. , vol.110 , pp. 3367
    • Ziegler, T.1    Lemanski, G.2
  • 33
    • 0032484175 scopus 로고    scopus 로고
    • T. Ziegler and G. Lemanski, Angew. Chem., 110, 3367 (1998); Angew. Chem. Int. Ed. Engl., 37, 3129 (1998).
    • (1998) Angew. Chem. Int. Ed. Engl. , vol.37 , pp. 3129
  • 41
    • 85033972655 scopus 로고    scopus 로고
    • note
    • All possible conformations of compounds 15 and 17 and their corresponding β-(1→4)-linked counterparts were generated by a Monte-Carlo conformation search (1000 steps) and energy-minimized with the AMBER force field. 9, 3, 9, and 9 conformers were found for compounds 15, its β-anomer, 17 and its β-anomer, respectively, within 3 kcal/mol of the global minima. Compound 15 was calculated to be 12.8 kcal/mol more stable than its β-anomer and compound 17 was calculated to be 7.0 kcal/mol more stable than its β-anomer. Similarly, the α-(1→4)-linked 2,3-di-O-acetylated disaccharide related to 15 was calculated to be 4.5 kcal/mol more stable than the corresponding β-(1→4)-linked saccharide, whereas in the case of the 2,6-di-O-acetylated disaccharide related to 17, the β-(1→4)-linked isomer was found to be 7 kcal/mol more stable. Thus, in the case of conversion 14→17 a significant influence of the tether on the diastereoselectivity was found.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.