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Volumn 64, Issue 1, 1999, Pages 225-233

Enantiospecific synthesis of (r)-4-amino-5-oxo-1,3,4,5- tetrahydrobenz[cd]indole, an advanced intermediate containing the tricyclic core of the ergots

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINO 5 OXO 1,3,4,5 TETRAHYDROBENZ[C,D]INDOLE; ERGOT DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033534430     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981723s     Document Type: Article
Times cited : (37)

References (53)
  • 2
    • 0002984638 scopus 로고
    • Krogsgaard-Larsen, P., Christensen, S. B., Koffod, H., Eds.; Munksgaard: Copenhagen
    • Stadler, P. A.; Gigar, K. A. Natural Products and Drug Development; Krogsgaard-Larsen, P., Christensen, S. B., Koffod, H., Eds.; Munksgaard: Copenhagen, 1984; p 463.
    • (1984) Natural Products and Drug Development , pp. 463
    • Stadler, P.A.1    Gigar, K.A.2
  • 5
    • 0344579923 scopus 로고
    • Brossi, A., Ed.; Academic Press: San Diego, Chapter 1
    • (c) Ninomiya, I.; Kiguchi, T. The Alkaloids; Brossi, A., Ed.; Academic Press: San Diego, 1990; Vol. 38, Chapter 1.
    • (1990) The Alkaloids , vol.38
    • Ninomiya, I.1    Kiguchi, T.2
  • 30
    • 26544459692 scopus 로고    scopus 로고
    • Unpublished results, this laboratory
    • Häner, R. Unpublished results, this laboratory.
    • Häner, R.1
  • 34
    • 0344148431 scopus 로고    scopus 로고
    • note
    • The alkyllithium was added via cannula with a rapid stream of nitrogen over a period of 5-30 s.
  • 36
    • 26544446110 scopus 로고    scopus 로고
    • Unpublished results, this laboratory
    • Stücky, G.; Davis, D. Unpublished results, this laboratory.
    • Stücky, G.1    Davis, D.2
  • 39
    • 0345010916 scopus 로고    scopus 로고
    • note
    • The free radical scavengers employed were N-nitrosobenzene and N-tert-butyl-α-phenylnitrone purchased from Aldrich.
  • 45
    • 0345441962 scopus 로고    scopus 로고
    • note
    • The protecting groups employed were Pf, BOC, acetyl, and Bs. Low yields were obtained with the acetyl, BOC and Bs ranging from 15 to 50%. The Pf-protected system did not cyclize. Initial reactions with the N-acetyl compound were performed by R. Häner, this laboratory.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.