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Volumn 45, Issue 5, 2004, Pages 919-921

Synthesis of the tricyclic core structure of vindoline

Author keywords

1,3 Dipolar cycloaddition; Birch reduction alkylation; Synthesis; Vindoline

Indexed keywords

AZIRIDINE DERIVATIVE; KETONE DERIVATIVE; VINDOLINE;

EID: 0345761344     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.11.115     Document Type: Article
Times cited : (30)

References (28)
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    • Biosynthesis of Terpenoid Indole Alkaloids in Cantharaus roseus Cells
    • For reviews, see: Cordell G.A. San Diego: Academic
    • For reviews, see: Verpoorte R., van der Heijden R., Moreno P.R.H. Biosynthesis of Terpenoid Indole Alkaloids in Cantharaus roseus Cells. Cordell G.A. The Alkaloids. Vol. 49:1997;221-299 Academic, San Diego.
    • (1997) The Alkaloids , vol.49 , pp. 221-299
    • Verpoorte, R.1    Van Der Heijden, R.2    Moreno, P.R.H.3
  • 2
    • 77956684330 scopus 로고    scopus 로고
    • Molecular Genetics of Plant Alkaloid Biosynthesis
    • Cordell G.A. San Diego: Academic
    • Kutchan T.M. Molecular Genetics of Plant Alkaloid Biosynthesis. Cordell G.A. The Alkaloids. Vol. 50:1998;257-316 Academic, San Diego.
    • (1998) The Alkaloids , vol.50 , pp. 257-316
    • Kutchan, T.M.1
  • 3
    • 0001004640 scopus 로고
    • For the first syntheses of aspidospermine and vindoline, see: and
    • For the first syntheses of aspidospermine and vindoline, see: Stork G., Dolfini J.E. J. Am. Chem. Soc. 85:1963;2872. and.
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 2872
    • Stork, G.1    Dolfini, J.E.2
  • 5
    • 77956707035 scopus 로고    scopus 로고
    • Synthesis of the Aspidosperma Alkaloids
    • Cordell J.A. San Diego: Academic
    • Saxon J.E. Synthesis of the Aspidosperma Alkaloids. Cordell J.A. The Alkaloids. Vol. 50:1998;343-376 Academic, San Diego.
    • (1998) The Alkaloids , vol.50 , pp. 343-376
    • Saxon, J.E.1
  • 18
    • 33847801572 scopus 로고
    • For the synthesis of vindorosine, see Ref. (h)
    • Ando M., Buchi G., Ohnuma T. J. Am. Chem. Soc. 97:1975;6880. For the synthesis of vindorosine, see Ref. (h).
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 6880
    • Ando, M.1    Buchi, G.2    Ohnuma, T.3
  • 21
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    • However, relative little effort has been directed at an asymmetric synthesis. See:
    • However, relative little effort has been directed at an asymmetric synthesis. See: Kuehne M.E., Podhorez D.E., Mulamaba T., Bornmann W.G. J. Org. Chem. 52:1987;347.
    • (1987) J. Org. Chem. , vol.52 , pp. 347
    • Kuehne, M.E.1    Podhorez, D.E.2    Mulamaba, T.3    Bornmann, W.G.4
  • 23
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    • Recently three examples of this early incorporation in the synthesis of the aspidosperma alkaloids have appeared. See:
    • Recently three examples of this early incorporation in the synthesis of the aspidosperma alkaloids have appeared. See: Angle S.R., Fevig J.M., Knight S.D., Marquis R.W., Overman L.E. J. Am. Chem. Soc. 115:1993;3966.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 3966
    • Angle, S.R.1    Fevig, J.M.2    Knight, S.D.3    Marquis, R.W.4    Overman, L.E.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.