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Volumn 2, Issue 23, 2000, Pages 3683-3686

Total synthesis of (+)-7-deoxypancratistatin from Furan

Author keywords

[No Author keywords available]

Indexed keywords

7 DEOXYPANCRATISTATIN; 7-DEOXYPANCRATISTATIN; AMARYLLIDACEAE ALKALOID; ANTINEOPLASTIC AGENT; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; FURAN DERIVATIVE; ISOQUINOLINE DERIVATIVE; PANCRATISTATIN;

EID: 0034676532     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000268v     Document Type: Article
Times cited : (48)

References (40)
  • 2
    • 77957033352 scopus 로고
    • Brossi, A. R., Ed.; Academic Press: New York
    • For a review on the Amaryllidaceae alkaloids, see, for instance: (a) Martin, S. F. In The Alkaloids; Brossi, A. R., Ed.; Academic Press: New York, 1987; Vol. 30, pp 251-376.
    • (1987) The Alkaloids , vol.30 , pp. 251-376
    • Martin, S.F.1
  • 8
    • 0004237729 scopus 로고    scopus 로고
    • The Amaryllidaceae Alkaloids. Cordell, G. A., Ed.; Academic: San Diego, CA
    • (g) Hoshino, O. In The Amaryllidaceae Alkaloids. The Alkaloids, Vol. 51; Cordell, G. A., Ed.; Academic: San Diego, CA, 1998.
    • (1998) The Alkaloids , vol.51
    • Hoshino, O.1
  • 10
    • 0014199791 scopus 로고
    • See, for instance, ret 2b and the following: (a) Cerotti, G. Nature 1967, 11, 595.
    • (1967) Nature , vol.11 , pp. 595
    • Cerotti, G.1
  • 19
    • 0033972360 scopus 로고    scopus 로고
    • In particular, see p 10
    • See refs 2b and 2f. See also: Rigby, J. H. Synlett 2000, 1. In particular, see p 10.
    • (2000) Synlett , pp. 1
    • Rigby, J.H.1
  • 20
    • 85037521671 scopus 로고    scopus 로고
    • note
    • This compound has been isolated by Ghosal et al. See ref 4.
  • 21
    • 0020579825 scopus 로고
    • (a) Paulsen, H.; Stubbe, M. Liebigs Ann. Chem. 1983, 535. These authors synthesized 1 in their route to lycoricidine (prior to its isolation from natural sources) from D-glucose.
    • (1983) Liebigs Ann. Chem. , pp. 535
    • Paulsen, H.1    Stubbe, M.2
  • 22
    • 0008650769 scopus 로고
    • (b) Hudlicky, T.; Tian, X.; Königsberger, K. Synlett 1995, 1125 (from bromobenzene, in 13 steps and 2.6% overall yield or 11 steps and 3% overall yield).
    • (1995) Synlett , pp. 1125
    • Hudlicky, T.1    Tian, X.2    Königsberger, K.3
  • 30
    • 0001490761 scopus 로고
    • Lithium derivative of 6 (M = Li) was prepared from aryl bromide 6 (M = Br) using BuLi. For the synthesis of 6 (M = Br) from piperonal, see: Conrad, P. C.; Kwiatkowski, P. L.; Fuchs, P. L. J. Org. Chem. 1987, 52, 586.
    • (1987) J. Org. Chem. , vol.52 , pp. 586
    • Conrad, P.C.1    Kwiatkowski, P.L.2    Fuchs, P.L.3
  • 34
    • 0026675931 scopus 로고
    • This reaction has been studied in terms of diastereoselectivity on acyclic and cyclic oxigenated vinyl sulfones. Coordination and/or conformational effects have been invoked in order to explain the diastereoselectivity of the process. See: (a) Jackson, R. F.; Standen, S. P.; Clagg, W.; McCamley, A. Tetrahedron Lett. 1992, 33, 6197;
    • (1992) Tetrahedron Lett. , vol.33 , pp. 6197
    • Jackson, R.F.1    Standen, S.P.2    Clagg, W.3    McCamley, A.4
  • 40
    • 0033607764 scopus 로고    scopus 로고
    • and references therein
    • For a review on the synthetic utility of 7-oxanorbornenic derivatives, see: Arjona, O.; Cossy, J.; Plumet, J.; Vogel, P. Tetrahedron 1999, 55, 13521 and references therein.
    • (1999) Tetrahedron , vol.55 , pp. 13521
    • Arjona, O.1    Cossy, J.2    Plumet, J.3    Vogel, P.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.