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Volumn 36, Issue 34, 1995, Pages 6123-6126

Iodofluorination of 2-azabicyclo[2.2.1]hept-5-en-3-ones and related compounds: Regio- and stereoselectivities

Author keywords

[No Author keywords available]

Indexed keywords

2 AZABICYCLO[2.2.1]HEPTANE DERIVATIVE; NORBORNANE DERIVATIVE; ORGANOFLUORINE DERIVATIVE; ORGANOIODINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0029146331     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)01235-A     Document Type: Article
Times cited : (6)

References (17)
  • 10
    • 85082939585 scopus 로고
    • Iodofluorination of Alkenes Using Bis(sym-collidine)iodine(I) Tetrafluoroborate
    • (1987) Synthesis , pp. 551
    • Evans1    Schauble2
  • 11
    • 84987272428 scopus 로고
    • Synthetic Methods and Reactions III1. Halofluorination of Alkenes in Poly-Hydrogen Fluoride/Pyridine Solution
    • (1973) Synthesis , pp. 780
    • Olah1    Nojima2    Kerekes3
  • 12
    • 85082689727 scopus 로고
    • Triethylamine Tris-hydrofluoride [(C2H5)3N·3HF]: A Highly Versatile Source of Fluoride Ion for the Halofluorination of Alkenes
    • (1987) Synthesis , pp. 562
    • Alvernhe1    Laurent2    Haufe3
  • 13
    • 84913995908 scopus 로고    scopus 로고
    • +) to the double bond is at the position (C-5) remote from the N-benzyl group. Hence, use of the lactams having an electron-withdrawing group on N-2 is essential for attaining the desired regioselectivity.
  • 14
    • 84913995907 scopus 로고    scopus 로고
    • As in the iodofluorination of 1a and 1b, the inductive effect of the N-Boc group in 12 again impedes a significant buildup of the positive charge at C-2 and attack by the fluoride ion takes place regioselectively at C-1.
  • 17
    • 84913995906 scopus 로고    scopus 로고
    • 5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.