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Volumn 1, Issue 1, 1999, Pages 71-74

Total synthesis of 3-deoxy-D-manno-2-octulosonic acid (KDO) and 2-deoxy-β-KDO

Author keywords

[No Author keywords available]

Indexed keywords

2,6 ANHYDRO 3 DEOXYOCTONATE; 2,6-ANHYDRO-3-DEOXYOCTONATE; 2-KETO-3-DEOXYOCTONATE; 3 DEOXY MANNO OCTULOSONIC ACID; LIPOPOLYSACCHARIDE; SUGAR ACID;

EID: 0033565020     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9905506     Document Type: Article
Times cited : (84)

References (57)
  • 33
    • 0027113985 scopus 로고
    • For chemical syntheses of 2-deoxy-β-KDO starting from advanced carbohydrate precursors, see: (a) Ohrui, H.; Morita, M.: Meguro, H. Carbohydr. Res. 1992, 224, 319.
    • (1992) Carbohydr. Res. , vol.224 , pp. 319
    • Ohrui, H.1    Morita, M.2    Meguro, H.3
  • 44
    • 0041611312 scopus 로고    scopus 로고
    • note
    • Trace amounts of acid cause rearrangement to the lactone 12, presumably via ring opening to the pentadienyl cation. (equation presented)
  • 47
    • 0042613221 scopus 로고    scopus 로고
    • The structure was confirmed by X-ray crystallography
    • The structure was confirmed by X-ray crystallography.
  • 48
    • 85088545865 scopus 로고    scopus 로고
    • note
    • 17 was unsuccessful. Copious amounts of yellow precipitate interfered with product isolation. Although traces of the ligand did not interfere with subsequent steps, pure 7a could be obtained, if desired, after several chromatography/recrystallization cycles.
  • 52
    • 0042112165 scopus 로고    scopus 로고
    • Spectral data agree with those previously reported
    • Spectral data agree with those previously reported.
  • 56
    • 0042613220 scopus 로고    scopus 로고
    • note
    • Hemiacetal 11 was obtained and used as an undetermined mixture of anomers. However, the pure α-anomer could be obtained by recrystallization as described in ref 4s.
  • 57
    • 0043114140 scopus 로고    scopus 로고
    • note
    • Physical and spectral data also agreed with those of an authentic sample purchased from Sigma.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.