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Tetrahedron Letters
Volumn 30, Issue 39, 1989, Pages 5361-5364
Conjugate addition of imidazolines: a protocol for 1,4-addition to enones and other acceptors
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Indexed keywords

EID: 0000681156     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)93787-6     Document Type: Article
Times cited : (52)
References (19)
  • 7
    • 84918649248 scopus 로고    scopus 로고
    • R.C.F. Jones, J. Schofield, and M.J. Smallridge, unpublished results.
  • 14
    • 84918613985 scopus 로고    scopus 로고
    • All new compounds gave spectral data (i.r., u.v., n.m.r., m.s.) in accord with the assigned structure, and satisfactory combustion analysis or accurate mass measurement.
  • 15
    • 84918602585 scopus 로고    scopus 로고
    • Reaction times for the 1,4-additions varied from 4-72h; conditions B generally involved the longer reaction times. The imidazolines (6) and (8) were observed to undergo a slow retro-Michael reaction which could be inhibited by the formation of salts, for example with di-p-toluoyltartaric acid.
  • 17
    • 84918609894 scopus 로고    scopus 로고
    • Amongst the β-substituted α,β-enones that failed to undergo addition were hex-3-en-2-one, 1,5-diphenyl-penta-1,4-dien-3-one, and 2-cyclohexenone. These reactions were not influenced by the addition of mild base (triethylamine), Lewis-acid (boron trifluoride etherate), or copper(II) acetoacetonate (P. Kocovsky and D. Dvorak, Tetrahedron Lett., 1986, 27, 5015).
  • 18
    • 84918611971 scopus 로고    scopus 로고
    • With simple acyclic α,β-unsaturated esters the reaction is somewhat more complex, see ref. 2b.
  • 19
    • 84918624967 scopus 로고    scopus 로고
    • R.C.F. Jones and S.C. Hirst, Tetrahedron Lett., following Letter

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.