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Volumn 1, Issue 1, 1999, Pages 95-98

Studies on the synthesis of tedanolide: Synthesis of the C(5)-C(21) segment via a highly stereoselective fragment assembly aldol reaction of a chiral β,γ-unsaturated methyl ketone

Author keywords

[No Author keywords available]

Indexed keywords

3-HYDROXYBUTANAL; ALDEHYDE; ALDOL; ANTIINFECTIVE AGENT; ANTINEOPLASTIC ANTIBIOTIC; LACTONE; MACROLIDE; PEPTIDE FRAGMENT; TEDANOLIDE;

EID: 0033564986     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990572s     Document Type: Article
Times cited : (54)

References (27)
  • 5
  • 12
    • 85034147972 scopus 로고    scopus 로고
    • note
    • For example, the chiral methyl ketones employed in the studies summarized in refs 10 and 11, which are more structurally complex than 5 in the present work, exhibited diastereofacial preferences ranging from 60: 40 to 83:17, depending on the metal enolate employed (see footnote 10 in ref 11).
  • 15
    • 85034151781 scopus 로고    scopus 로고
    • note
    • 1H NMR, IR, mass spectrum and/or C,H analysis) of all new compounds were fully consistent with the assigned structures.
  • 22
    • 85034154085 scopus 로고    scopus 로고
    • note
    • 2 and C(13)-H resonances, as previously described (see footnote 8 of ref 10).
  • 27
    • 85034131931 scopus 로고    scopus 로고
    • note
    • 4Cl solution at ambient temperature, recovered 5 is completely stereochemically homogeneous. Epimerization of the aldol product 3 was not observed under either of these sets of workup conditions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.