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Volumn 70, Issue 14, 2005, Pages 5508-5518

Cross-metathesis of C-allyl iminosugars with alkenyl oxazolidines as a key step in the synthesis of C-iminoglycosyl α-amino acids. A route to iminosugar containing C-glycopeptides

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; CARBOXYLIC ACIDS; CATALYSIS; GLYCEROL; OLEFINS;

EID: 22144461052     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050494o     Document Type: Article
Times cited : (38)

References (80)
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    • note
    • 2H) through a carbon tether.
  • 8
    • 84961353103 scopus 로고    scopus 로고
    • Glycoprotein processing inhibitors
    • Ernst, B., Hart, G. W., Sinay, P., Eds.; Wiley-VCH: Weinheim, Germany
    • (b) Ossor, A.; Elbein, A. D. Glycoprotein Processing Inhibitors. In Carbohydrates in Chemistry and Biology; Ernst, B., Hart, G. W., Sinay, P., Eds.; Wiley-VCH: Weinheim, Germany, 2000; Part II, Vol. 3, p 513.
    • (2000) Carbohydrates in Chemistry and Biology , vol.3 , Issue.PART II , pp. 513
    • Ossor, A.1    Elbein, A.D.2
  • 45
    • 0000986987 scopus 로고    scopus 로고
    • Toward azaglycoside mimics: Aza-C-glycosyl compounds and homoazaglycosides
    • Chapleur, Y., Ed.; Wiley-VCH: Weinheim, Germany
    • Martin, O. R. Toward Azaglycoside Mimics: Aza-C-glycosyl Compounds and Homoazaglycosides. In Carbohydrate Mimics, Concepts and Methods; Chapleur, Y., Ed.; Wiley-VCH: Weinheim, Germany, 1998; p 259.
    • (1998) Carbohydrate Mimics, Concepts and Methods , pp. 259
    • Martin, O.R.1
  • 49
    • 0002427423 scopus 로고    scopus 로고
    • The catalytic efficiency of glycoside hydrolases and models of the transition state based on substrate related inhibitors
    • Chapleur, Y., Ed.; Wiley-VCH: Weinheim, Germany
    • Legler, G. The Catalytic Efficiency of Glycoside Hydrolases and Models of the Transition State Based on Substrate Related Inhibitors. In Carbohydrate Mimics, Concepts and Methods; Chapleur, Y., Ed.; Wiley-VCH: Weinheim, Germany, 1998; p 463.
    • (1998) Carbohydrate Mimics, Concepts and Methods , pp. 463
    • Legler, G.1
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    • 0028905327 scopus 로고
    • It is worth recalling that also Wong and co-workers were at the forefront of azasugar-containing disaccharide and nucleoside synthesis "...in an effort to develop specific glycosidase inhibitors, as many glycosidases which recognize the same glycon moiety may differ only with the substrate aglycon portion and the type of glycosidic linkage". However, the compounds prepared by the Wong group featured an aminomethyl bridge between the two molecular residues. See: Wong, C.-H.; Provencher, L. Porco, J. A., Jr.; Jung, S.-H.; Wang, Y.-F.; Chen, L.; Wang, R.; Steensma, D. H. J. Org. Chem. 1995, 60, 1492.
    • (1995) J. Org. Chem. , vol.60 , pp. 1492
    • Wong, C.-H.1    Provencher, L.2    Porco Jr., J.A.3    Jung, S.-H.4    Wang, Y.-F.5    Chen, L.6    Wang, R.7    Steensma, D.H.8
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    • note
    • 1H NMR spectrum and optical rotation value were identical with those of the starting material.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.