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Volumn 60, Issue 32, 2004, Pages 6785-6789

Total synthesis of the naphthyridine alkaloid jasminine

Author keywords

Acylation; Alkaloids; Dihydropyridines; Pyridines

Indexed keywords

ALKALOID DERIVATIVE; JASMININE; NAPHTHYRIDINE DERIVATIVE; PYRIDINE; UNCLASSIFIED DRUG;

EID: 3142771865     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.06.027     Document Type: Article
Times cited : (12)

References (35)
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    • A closely related alkaloid, acanthicifoline, was isolated from Acanthus ilicifolius (Acanthaceae):
    • A closely related alkaloid, acanthicifoline, was isolated from Acanthus ilicifolius (Acanthaceae): Tiwara K.P., Minocha P.K., Masood M. Pol. J. Chem. 54:1980;857-858
    • (1980) Pol. J. Chem. , vol.54 , pp. 857-858
    • Tiwara, K.P.1    Minocha, P.K.2    Masood, M.3
  • 7
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    • For a recent review on the chemistry of dihydropyridines, see:
    • For a recent review on the chemistry of dihydropyridines, see: Lavilla R. J. Chem. Soc., Perkin Trans. 1. 2002;1141-1156
    • (2002) J. Chem. Soc., Perkin Trans. 1 , pp. 1141-1156
    • Lavilla, R.1
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    • This type of enolate smoothly undergoes addition to N-alkyl-3- acylpyridinium salts with higher chemo- and regioselectivity than simple ester enolates: See also reference
    • This type of enolate smoothly undergoes addition to N-alkyl-3- acylpyridinium salts with higher chemo- and regioselectivity than simple ester enolates: Bennasar M.-L., Zulaica E., Juan C., Llauger L., Bosch J. Tetrahedron Lett. 40:1999;3961-3964. See also reference 7a
    • (1999) Tetrahedron Lett. , vol.40 , pp. 3961-3964
    • Bennasar, M.-L.1    Zulaica, E.2    Juan, C.3    Llauger, L.4    Bosch, J.5
  • 16
    • 0001727119 scopus 로고    scopus 로고
    • Several nucleophiles have been tested for this purpose: (a). and references cited therein
    • Several nucleophiles have been tested for this purpose: (a) Katritzky A.R., Zhang S., Kurz T., Wang M., Steel P.J. Org. Lett. 3:2001;2807-2809. and references cited therein
    • (2001) Org. Lett. , vol.3 , pp. 2807-2809
    • Katritzky, A.R.1    Zhang, S.2    Kurz, T.3    Wang, M.4    Steel, P.J.5
  • 21
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    • The spectroscopic data of
    • The spectroscopic data of 8 were identical to those reported in the literature: Bracher F., Papke T. Monatsh. Chem. 126:1995;805-809
    • (1995) Monatsh. Chem. , vol.126 , pp. 805-809
    • Bracher, F.1    Papke, T.2
  • 27
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    • However, no reductive amination was observed with more hindered amines such as benzhydrylamine or tert-butylamine
    • However, no reductive amination was observed with more hindered amines such as benzhydrylamine or tert-butylamine
  • 30
    • 3142760405 scopus 로고    scopus 로고
    • note
    • Preliminary attempts to induce N-deprotection of 9a or 9b resulted in failure


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.