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Volumn 44, Issue 4, 2003, Pages 637-639

Anomeric activation of thioglycosides and preparation of deoxyglycosides using polymer-bound iodate(I) complexes

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; BENZENE DERIVATIVE; DISULFIDE; GLYCOSIDE; IODATE; POLYMER; RESIN; SULFUR DERIVATIVE; THIOGLYCOSIDE;

EID: 0037454995     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02708-9     Document Type: Article
Times cited : (24)

References (27)
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    • 0035794984 scopus 로고    scopus 로고
    • (b) Burkhart, F.; Zhang, Z.; Wacowich-Sgarbi, S.; Wong, C.-H. Angew. Chem. 2001, 113, 1314-1317; Angew. Chem., Int. Ed. 2001, 40, 1274-1277.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 1274-1277
  • 9
    • 0035804384 scopus 로고    scopus 로고
    • For recent reviews on polymer-supported reagents, see: (a) Kirschning, A.; Monenschein, H.; Wittenberg, R. Angew. Chem., Int. Ed. 2001, 40, 650-679; (b) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, I. R.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195; (c) Drewry, D. H.; Coe, D. M.; Poon, S. Med. Res. Rev. 1999, 19, 97-148.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 650-679
    • Kirschning, A.1    Monenschein, H.2    Wittenberg, R.3
  • 11
    • 0033052277 scopus 로고    scopus 로고
    • For recent reviews on polymer-supported reagents, see: (a) Kirschning, A.; Monenschein, H.; Wittenberg, R. Angew. Chem., Int. Ed. 2001, 40, 650-679; (b) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, I. R.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195; (c) Drewry, D. H.; Coe, D. M.; Poon, S. Med. Res. Rev. 1999, 19, 97-148.
    • (1999) Med. Res. Rev. , vol.19 , pp. 97-148
    • Drewry, D.H.1    Coe, D.M.2    Poon, S.3
  • 17
    • 0033520316 scopus 로고    scopus 로고
    • Kirschning, A.; Monenschein, H.; Schmeck, C. Angew. Chem. 1999, 111, 2720-2722; Angew. Chem., Int. Ed. 1999, 38, 2594-2596.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2594-2596
  • 19
    • 85102986057 scopus 로고    scopus 로고
    • -/TMSOTf which failed to promote glycosidation
    • -/TMSOTf which failed to promote glycosidation.
  • 20
    • 84994431870 scopus 로고    scopus 로고
    • note
    • -1 loading) was added. The reaction mixture was shaken overnight at rt, filtered and concentrated under reduced pressure to yield the pure glycosides. Isolation of each anomeric isomer requires column chromatography on silica gel.
  • 23
    • 84994406458 scopus 로고    scopus 로고
    • Non symmetric sulfoxide 10 was purified by chromatography and characterized by NMR and MS
    • Non symmetric sulfoxide 10 was purified by chromatography and characterized by NMR and MS.
  • 27
    • 84994431878 scopus 로고    scopus 로고
    • Preliminary experiments indicate that fully oxidized thioglycosides, derived from D-glucose or D-galactose can not be employed in glycosidations with polymer-bound reagents 1 or 2. The activation of the phenylthio group is inefficient
    • Preliminary experiments indicate that fully oxidized thioglycosides, derived from D-glucose or D-galactose can not be employed in glycosidations with polymer-bound reagents 1 or 2. The activation of the phenylthio group is inefficient.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.