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Volumn 2, Issue 15, 2000, Pages 2291-2293

Synthesis of two conformationally constrained analogues of the minor tobacco alkaloid anabasine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; ANABASINE; DRUG DERIVATIVE; NICOTINE; PALLADIUM; PIPERIDINE DERIVATIVE; SPIRO COMPOUND; SPIRO(4 AZAINDAN 1,2' PIPERIDINE); SPIRO(4-AZAINDAN-1,2'-PIPERIDINE); SPIRO(6 AZAINDAN 1,2' PIPERIDINE); SPIRO(6-AZAINDAN-1,2'-PIPERIDINE);

EID: 0034720901     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006056f     Document Type: Article
Times cited : (57)

References (41)
  • 21
    • 0000807447 scopus 로고
    • For the preparation of anabasine by an intermolecular Heck reaction see: Nilsson, K.; Hallberg A. J. Org. Chem. 1990, 55, 2464-2470.
    • (1990) J. Org. Chem. , vol.55 , pp. 2464-2470
    • Nilsson, K.1    Hallberg, A.2
  • 24
    • 85037514744 scopus 로고    scopus 로고
    • note
    • The reaction was stopped when 14 was formed in highest amount relative to the yields of the partially and fully reduced products. 14 was obtained after chromatography and recrystallization.
  • 27
    • 0001606053 scopus 로고
    • Lithium chloride has been reported to promote the oxidative addition of aryl triflates see for example: Amatore, C.; Jutand, A.; Suarez, A. J. Am. Chem. Soc. 1993, 115, 9531-9541.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 9531-9541
    • Amatore, C.1    Jutand, A.2    Suarez, A.3
  • 33
    • 85037499506 scopus 로고    scopus 로고
    • note
    • DPPF = 1,1′-bis(diphenylphosphino)ferrocene
  • 34
    • 0001247165 scopus 로고
    • BINAP = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl. Noyon, R.; Takaya, H. Acc. Chem. Res. 1990, 23, 345-350.
    • (1990) Acc. Chem. Res. , vol.23 , pp. 345-350
    • Noyon, R.1    Takaya, H.2
  • 36
    • 85037496313 scopus 로고    scopus 로고
    • note
    • Reaction in the presence of ammonium formate lead to a sluggish reaction and a complex reaction mixture.
  • 37
    • 85037518435 scopus 로고    scopus 로고
    • note
    • 2 as carrier gas and a flame ionization detector. The column was prepared and developed by Professor W. A. König, Institut für Organische Chemie Universität Hamburg, D-201 46 Hamburg, Germany.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.