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Volumn , Issue 4, 1999, Pages 501-503

A short synthesis of γ-lycorane using Ni/AcOH mediated radical cyclisation

Author keywords

Nickel; Radical cyclisation; Lycorane

Indexed keywords

ACETIC ACID; ALKALOID DERIVATIVE; CYCLOHEXANE; GAMMA LYCORANE; NICKEL; UNCLASSIFIED DRUG;

EID: 0032895331     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2621     Document Type: Article
Times cited : (46)

References (34)
  • 6
    • 77956830705 scopus 로고    scopus 로고
    • Cordell G. A. Ed.; Academic Press: San Diego
    • For a review of Erythrina alkaloids, see: Tsuda, Y. and Sano, T. In The Alkaloids; Cordell G. A. Ed.; Academic Press: San Diego, 1996, Vol. 48, 249-337.
    • (1996) The Alkaloids , vol.48 , pp. 249-337
    • Tsuda, Y.1    Sano, T.2
  • 8
    • 77956708370 scopus 로고    scopus 로고
    • Cordell G. A. Ed.; Academic Press: San Diego
    • Review : Hoshino, O. In The Alkaloids; Cordell G. A. Ed.; Academic Press: San Diego, 1998, Vol. 51, 323-424.
    • (1998) The Alkaloids , vol.51 , pp. 323-424
    • Hoshino, O.1
  • 12
  • 26
  • 27
    • 0344366741 scopus 로고    scopus 로고
    • submitted
    • We have very recently devised another route to (±)-γ-lycorane involving a cascade process starting with a nitrogen centered radical: Hoang-Cong, X.; Quiclet-Sire, B.; Zard, S. Z. Tetrahedron Lett, submitted.
    • Tetrahedron Lett
    • Hoang-Cong, X.1    Quiclet-Sire, B.2    Zard, S.Z.3
  • 28
    • 0000011712 scopus 로고
    • 1) Bromination of piperonal was performed in 61% yield according to Khanapure, S. P.; Biehl, E. R. J. Org. Chem. 1990, 55, 1471-1475;
    • (1990) J. Org. Chem. , vol.55 , pp. 1471-1475
    • Khanapure, S.P.1    Biehl, E.R.2
  • 29
    • 0344798499 scopus 로고    scopus 로고
    • Oxime formation followed by zinc reduction in acetic acid at 70°C afforded amine 7 in 94% yield
    • 2) Oxime formation followed by zinc reduction in acetic acid at 70°C afforded amine 7 in 94% yield.
  • 30
    • 0344798495 scopus 로고    scopus 로고
    • note
    • 3: C: 42.39; H: 3.34. Found: C: 42.39; H: 3.35.
  • 31
    • 0345661457 scopus 로고    scopus 로고
    • note
    • 3Br: C: 55.33; H: 4.07. Found: C: 54.96; H: 3.82.
  • 32
    • 0344366740 scopus 로고    scopus 로고
    • note
    • -1) v 2927, 1706, 1678, 1486.
  • 33
    • 0344798496 scopus 로고    scopus 로고
    • note
    • -1) v 1667, 1508, 1489, 1466.
  • 34
    • 0345661452 scopus 로고    scopus 로고
    • note
    • 13CNMR, IR) were identical to those reported in ref 10b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.