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Volumn 36, Issue 11, 1997, Pages 1191-1192

Stereoselective Synthesis of a C-Glycosidic Analog of N-Glucoasparagine

Author keywords

C glycosides; Glycoconjugates; Glycopeptides; Glycosylated amino acids; Peptidomimetics

Indexed keywords


EID: 0030789620     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199711911     Document Type: Article
Times cited : (116)

References (35)
  • 14
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    • e) H. Kessler, V. Wittmann, M. Köck, M. Kottenhahn, Angew. Chem. 1992, 104, 874-877; Angew. Chem. Int. Ed. Engl. 1992, 31, 902-904;
    • (1992) Angew. Chem. Int. Ed. Engl. , vol.31 , pp. 902-904
  • 20
    • 33748227664 scopus 로고
    • j) O. Frey, M. Hoffmann, H. Kessler, Angew. Chem. 1995, 107, 2194-2195; Angew. Chem. Int. Ed. Engl. 1995, 34, 2026-2027.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2026-2027
  • 24
    • 0005312386 scopus 로고
    • a) V. Wittmann, H. Kessler, Angew. Chem. 1993, 105, 1138-1140; Angew. Chem. Int. Ed. Engl. 1993, 32, 1091-1093;
    • (1993) Angew. Chem. , vol.105 , pp. 1138-1140
    • Wittmann, V.1    Kessler, H.2
  • 25
    • 33748244379 scopus 로고
    • a) V. Wittmann, H. Kessler, Angew. Chem. 1993, 105, 1138-1140; Angew. Chem. Int. Ed. Engl. 1993, 32, 1091-1093;
    • (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 1091-1093
  • 30
    • 0031575814 scopus 로고    scopus 로고
    • By using MeLi·LiBr for the deprotonation and BuLi for the transmetalation these two steps were decoupled. This results in an increased yield of the desired product of 15%. M. Hoffmann, H. Kessler, Tetrahedron Lett. 1997, 38, 1903-1906.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 1903-1906
    • Hoffmann, M.1    Kessler, H.2
  • 31
    • 0642379574 scopus 로고    scopus 로고
    • note
    • In contrast to the previously described procedures, the reaction mixture was quenched with a ammonium chloride solution immediately after the addition of the aldehyde.
  • 34
    • 0642318188 scopus 로고    scopus 로고
    • note
    • + + Na].
  • 35
    • 0642318189 scopus 로고    scopus 로고
    • note
    • The coupling of the proton H-2, which can be easily assigned by DQF-COSY, with the proton H-1 was obtained from the total coupling of H-2 (width of the multiplet of the cross-peak) and the resulting value of about 8 Hz proves the β-configuration at C-1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.