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Volumn 12, Issue 18, 2010, Pages 4074-4077

Two concise total syntheses of (-)-bitungolide F

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BITUNGOLIDE F; PHOSPHATASE; PYRONE DERIVATIVE;

EID: 77956601843     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol101659y     Document Type: Article
Times cited : (24)

References (60)
  • 18
    • 77956594061 scopus 로고    scopus 로고
    • While the structure of these new Theonella metabolites was elucidated by X-ray diffraction, the absolute stereochemistry was secured by total synthesis, first by Ghosh et al. and then by She et al.; see
    • While the structure of these new Theonella metabolites was elucidated by X-ray diffraction, the absolute stereochemistry was secured by total synthesis, first by Ghosh et al. and then by She et al.; see
  • 22
    • 77956566960 scopus 로고    scopus 로고
    • For the development of an asymmetric Brown-type pentenylation, see
    • For the development of an asymmetric Brown-type pentenylation, see
  • 26
    • 77956582733 scopus 로고    scopus 로고
    • For the development of a cross-metathesis involving vinyl-functionalized azoles, see
    • For the development of a cross-metathesis involving vinyl-functionalized azoles, see
  • 31
    • 77956581698 scopus 로고    scopus 로고
    • For the development of an enantioselective organocatalytic conjugate reduction of β-azole α,β-unsaturated aldehydes and its application in natural product synthesis, see
    • For the development of an enantioselective organocatalytic conjugate reduction of β-azole α,β-unsaturated aldehydes and its application in natural product synthesis, see
  • 33
    • 77956593541 scopus 로고    scopus 로고
    • Hatakeyama et al. have very recently used a similar procedure in their synthesis of phoslactomycin B; see
    • Hatakeyama et al. have very recently used a similar procedure in their synthesis of phoslactomycin B; see
  • 39
    • 77956582490 scopus 로고    scopus 로고
    • 13C NMR of the crude reaction mixture, thus suggesting a dr > 95:5
    • 13C NMR of the crude reaction mixture, thus suggesting a dr > 95:5.
  • 45
    • 77956562502 scopus 로고    scopus 로고
    • 13C NMR of the crude reaction mixture, thus suggesting a a dr > 95:5
    • 13C NMR of the crude reaction mixture, thus suggesting a a dr > 95:5.
  • 55
  • 58
    • 77956607880 scopus 로고    scopus 로고
    • 1H NMR analysis after subjecting aldehyde 15 to an oxidation/peptide coupling sequence, l -alanine methyl ester being the amine coupling partner
    • 1H NMR analysis after subjecting aldehyde 15 to an oxidation/peptide coupling sequence, l -alanine methyl ester being the amine coupling partner.
  • 59
    • 77956584585 scopus 로고    scopus 로고
    • 1H NMR due to overlapping signals
    • 1H NMR due to overlapping signals.
  • 60
    • 77956585596 scopus 로고    scopus 로고
    • She et al. synthesis of (-)-bitungolide F was achieved in 21 steps starting from (-)-malic acid, whereas Ghosh et al. synthesis of (-)-bitungolide F was completed in 22 steps starting from the same starting material
    • She et al. synthesis of (-)-bitungolide F was achieved in 21 steps starting from (-)-malic acid, whereas Ghosh et al. synthesis of (-)-bitungolide F was completed in 22 steps starting from the same starting material.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.