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Volumn , Issue 9, 1999, Pages 1483-1485

Synthesis of (2-deoxy-2-fluoro-glycosyl)amino-acids

Author keywords

2 deoxy 2 fluoro sugars; Electrophilic fluorination; Glycoconjugates; N and O glycosyl amino acids

Indexed keywords

AMINO ACID DERIVATIVE; FLUORINE DERIVATIVE; GLYCOCONJUGATE;

EID: 0032860126     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2850     Document Type: Article
Times cited : (17)

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    • note
    • H3-H2 9.2 Hz, H3).
  • 33
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    • note
    • 6-DMSO): δ - 196.3 (dd, J 51 and 14 Hz).
  • 35
    • 0344164433 scopus 로고    scopus 로고
    • note
    • H1-H2 3.8 Hz, H1).
  • 37
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    • note
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.