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Volumn 66, Issue 6, 2010, Pages 1202-1207

Total synthesis of (-)-codonopsinol and (+)-2-epi codonopsinol via acid catalyzed amido cyclisation

Author keywords

[No Author keywords available]

Indexed keywords

CODONOPSINE; CODONOPSINOL; GALACTOSIDASE; GLUCOSIDASE; UNCLASSIFIED DRUG;

EID: 73649140609     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.12.035     Document Type: Article
Times cited : (24)

References (60)
  • 5
    • 73649131742 scopus 로고    scopus 로고
    • For isolation of codonopsinine 1 and codonopsine 2, see
    • For isolation of codonopsinine 1 and codonopsine 2, see:
  • 7
    • 73649083102 scopus 로고
    • Chem. Abstr. 71 (1969) 132545z
    • (1969) Chem. Abstr. , vol.71
  • 9
    • 73649128994 scopus 로고
    • Chem. Abstr. 71 (1970) 25712d
    • (1970) Chem. Abstr. , vol.71
  • 10
    • 73649144634 scopus 로고    scopus 로고
    • For synthesis of codonopsinine 1 and codonopsine 2, see
    • For synthesis of codonopsinine 1 and codonopsine 2, see:
  • 25
    • 44349118982 scopus 로고
    • Chem. Abstr. 77 (1972) 135091r
    • (1972) Chem. Abstr. , vol.77
  • 26
    • 73649139707 scopus 로고    scopus 로고
    • For isolation of radicamine 4, see
    • For isolation of radicamine 4, see:
  • 29
    • 73649133065 scopus 로고    scopus 로고
    • For synthesis of radicamine 4, see
    • For synthesis of radicamine 4, see:
  • 40
    • 73649090533 scopus 로고    scopus 로고
    • Ref 3a;
    • Ref 3a;
  • 47
    • 73649118941 scopus 로고    scopus 로고
    • The acid catalysed amido cyclisation was also later observed by Ribes et al. see: Ref 6a;
    • The acid catalysed amido cyclisation was also later observed by Ribes et al. see: Ref 6a;
  • 48
    • 73649109681 scopus 로고    scopus 로고
    • For the synthesis of 2,5-Di aryl sustituted tetrahydofurans through the acid mediated cyclisation, see:
    • For the synthesis of 2,5-Di aryl sustituted tetrahydofurans through the acid mediated cyclisation, see:
  • 51
    • 73649095997 scopus 로고    scopus 로고
    • Some general methods for acid catalyzed N-benzylation of amides. see
    • Some general methods for acid catalyzed N-benzylation of amides. see:
  • 57
    • 73649137276 scopus 로고    scopus 로고
    • note
    • Cbz group is preferred over Boc protection since Cbz is more stable under TFA conditions thus allowing the cyclisation to better yield.
  • 59
    • 73649084902 scopus 로고    scopus 로고
    • note
    • 2O), 6.64 (d, 1H, J=8.2, Ph), 6.74 (dd, 1H, J=1.5, 8.2, Ph), 6.84 (d, 1H, J=1.6, Ph), 7.19-7.38 (m, 10H, Ph).
  • 60
    • 73649106688 scopus 로고    scopus 로고
    • note
    • The structure of 2-epi-codonopsinol 6 can be established thorough 1D nuclear Overhause enhancement (NOE) correlations{A figure is presented}.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.