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Volumn 63, Issue 22, 1998, Pages 7811-7819

Total synthesis of 10-deoxymethynolide, the aglycon of the macrolide antibiotic 10-deoxymethymycin

Author keywords

[No Author keywords available]

Indexed keywords

10 DEOXYMETHYMYCIN; 10 DEOXYMETHYNOLIDE; MACROLIDE; UNCLASSIFIED DRUG;

EID: 0032582735     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9809433     Document Type: Article
Times cited : (46)

References (58)
  • 17
    • 33847488812 scopus 로고    scopus 로고
    • For the total syntheses of methynolide (2a), see
    • For the total syntheses of methynolide (2a), see:
  • 26
    • 33847482379 scopus 로고    scopus 로고
    • For the total synthesis of protected forms of the methynolide seco-acid, see
    • For the total synthesis of protected forms of the methynolide seco-acid, see:
  • 34
    • 0000610844 scopus 로고
    • For examples of the use of the intramolecular version, see
    • (b) Kishi, Y. Pure Appl. Chem. 1992, 64, 343. For examples of the use of the intramolecular version, see:
    • (1992) Pure Appl. Chem. , vol.64 , pp. 343
    • Kishi, Y.1
  • 40
    • 33847446078 scopus 로고    scopus 로고
    • For the preparation of δ-lactones through the intramolecular alkylation of ester enolates, see
    • For the preparation of δ-lactones through the intramolecular alkylation of ester enolates, see:
  • 56
    • 33847487518 scopus 로고    scopus 로고
    • 2 purchased from Merck Schuchardt and dried at 1 mmHg and 250 °C for 8 h immediately prior to use.
    • 2 purchased from Merck Schuchardt and dried at 1 mmHg and 250 °C for 8 h immediately prior to use.
  • 57
    • 33847458379 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra assuming a Celmer type conformation of the 12-membered lactone: H-7 in less polar isomer 30b appeared as a double doublet at δ 4.15 ppm and coupling constants of 10.0 and 5.0 Hz consistent with a trans-diaxial relationship for H-7 and H-6 while in the more polar isomer 30a the corresponding signal is a broad singlet.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.