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Volumn 37, Issue 52, 1996, Pages 9309-9312

Total synthesis of optically active chanoclavine-I

Author keywords

[No Author keywords available]

Indexed keywords

CHANOCLAVINE 1; ERGOT ALKALOID; UNCLASSIFIED DRUG;

EID: 0030599677     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)82950-4     Document Type: Article
Times cited : (42)

References (26)
  • 12
  • 16
    • 85008106365 scopus 로고
    • e) Somei, M.; Makita, Y.; Yamada, F. Chem. Pharm. Bull., 1986, 34, 948-950. Total synthesis of optically active (-)-8 : Kardos, N.; Genet, J.-P. Tetrahedron Asymmetry, 1994, 5, 1525-1533.
    • (1986) Chem. Pharm. Bull. , vol.34 , pp. 948-950
    • Somei, M.1    Makita, Y.2    Yamada, F.3
  • 17
    • 0028146150 scopus 로고
    • e) Somei, M.; Makita, Y.; Yamada, F. Chem. Pharm. Bull., 1986, 34, 948-950. Total synthesis of optically active (-)-8 : Kardos, N.; Genet, J.-P. Tetrahedron Asymmetry, 1994, 5, 1525-1533.
    • (1994) Tetrahedron Asymmetry , vol.5 , pp. 1525-1533
    • Kardos, N.1    Genet, J.-P.2
  • 18
    • 0011710835 scopus 로고    scopus 로고
    • note
    • 7. The R configuration of 3, the opposite configuration to natural tryptophan, has to be used to obtain the same stereoisomer as natural product.
  • 19
    • 0011750170 scopus 로고    scopus 로고
    • note
    • 5, and the optical purity was determined as 55% ee. by HPLC using a chiral column (Daicel Chiralcel OD, Hexane : EtOH = 50 : 1).
  • 20
    • 0011750171 scopus 로고    scopus 로고
    • note
    • 9. The observation of NOE between vinylic proton at 6.73ppm and aromatic proton at 7.64ppm shows that the olefin geometry is Z-configuration.
  • 23
    • 0011711590 scopus 로고    scopus 로고
    • note
    • 2NH = 200 : 1 : 0.3 for 17). This means that the conversion step (10 → 6) and cyclization step (6 → 7) did not cause racemization.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.