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Volumn 50, Issue 26, 2009, Pages 3593-3596

Transformation of linear oligoketosides into macrocyclic neoglycoconjugates

Author keywords

Crown ethers; Macrocycles; Michael addition; O Glycosylation; Ring closing metathesis

Indexed keywords

ACETIC ACID; ACRYLIC ACID; AGLYCONE; DEXTRO GALACTO 2 HEPTULOPYRANOSE; GLYCOCONJUGATE; MACROCYCLIC COMPOUND; OLIGOKETOSIDE; POLYETHER; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 65549133952     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.056     Document Type: Article
Times cited : (12)

References (36)
  • 4
    • 65549099817 scopus 로고    scopus 로고
    • note
    • Tricolorins are part of the complex glycolipid mixture extracted from Mexican plants belonging to the Morning Glory Species (Convolvulaceae). They differ for the number and type of sugars in the carbohydrate fragment and the appendages linked to the macrocyclic system.
  • 19
    • 65549118028 scopus 로고    scopus 로고
    • note
    • 4) and concentrated. The residue was eluted from a column of silica gel with cyclohexane-AcOEt (from 3:1 to 1:1) to give 2a-d (45-50%).
  • 20
    • 65549114725 scopus 로고    scopus 로고
    • note
    • D +74.3 (c 0.3); MS: 1954.1, 1970.3.
  • 21
    • 65549122694 scopus 로고    scopus 로고
    • note
    • 4), and concentrated. The residue was eluted from a column of silica gel with cyclohexane-AcOEt (from 2:1 to 1:1) to give 3a-c (18-48%).
  • 33
    • 65549151453 scopus 로고    scopus 로고
    • note
    • 4 (1.5 mL) was stirred in a screw-capped vial at 100 °C (oil-bath temperature) for 3 h, then cooled to rt and concentrated. The residue was eluted from a column of silica gel with cyclohexane-AcOEt (from 9:1 to 6:1) to give the corresponding macrocycles 6b-d as E/Z mixtures (43-83%).
  • 34
    • 65549112327 scopus 로고    scopus 로고
    • note
    • 4) and concentrated. The residue was eluted from a column of silica gel with cyclohexane-AcOEt (from 9:1 to 6:1) to give 7b-d (55-76%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.