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Volumn 45, Issue 10, 2004, Pages 2177-2179

A convergent preparation of the C1-C13 fragment of amphotericin B from a single chiral precursor

Author keywords

Amphotericin B; Asymmetric synthesis; Diastereoselective addition; Polyols

Indexed keywords

ALDEHYDE; AMPHOTERICIN B; LITHIUM; MACROLIDE; POLYOL;

EID: 1242340492     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.035     Document Type: Article
Times cited : (8)

References (24)
  • 16
    • 85030912112 scopus 로고    scopus 로고
    • note
    • 6 with an increase in the yield of the corresponding γ-hydroxy-β-keto ester (above 70%), that was directly reduced to the 1,3-syn diol without any purification.
  • 19
    • 85030890741 scopus 로고    scopus 로고
    • The choice of the protecting groups was determined in order to obtain the known polyol fragment 2 for comparison with the reported data. The use of another protecting group sequence, leading to a differently protected C1-C13 fragment, would allow a shortcut of the synthetic sequence.
  • 20
    • 85030894139 scopus 로고    scopus 로고
    • note
    • 2a,4 the direct introduction of the OH group on the C-8, always gave an unsatisfactory diastereomeric ratio. Therefore all syntheses follow the Nicolaou original approach with the diastereoselective reduction of the corresponding ketone.
  • 21
    • 85030907517 scopus 로고    scopus 로고
    • 1H NMR analysis on the acetyl derivative of compound 2 , which showed only a single detectable acetyl signal.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.