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Volumn 7, Issue 11, 2005, Pages 2185-2188

Ni(II)-catalyzed Conia-ene reaction of 1,3-dicarbonyl compounds with alkynes

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; CARBONYL DERIVATIVE; DEUTERIUM; NICKEL; NICKEL COMPLEX; PENTANE; YTTERBIUM;

EID: 20444465253     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol050532q     Document Type: Article
Times cited : (99)

References (42)
  • 1
    • 0002782655 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: New York
    • Caine, D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 3, pp 1-63.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 1-63
    • Caine, D.1
  • 25
    • 20444471277 scopus 로고    scopus 로고
    • Murahashi, S.-I., Davies, S. G., Eds.; Blackwell Science Ltd.: London
    • (d) Mortreux, A. In Transition Metal Catalysed Reactions; Murahashi, S.-I., Davies, S. G., Eds.; Blackwell Science Ltd.: London, 1999; pp 159-167.
    • (1999) Transition Metal Catalysed Reactions , pp. 159-167
    • Mortreux, A.1
  • 30
    • 20444431678 scopus 로고    scopus 로고
    • note
    • 3 gave either a complex mixture or no reaction.
  • 35
    • 20444456039 scopus 로고    scopus 로고
    • note
    • We also screened the effects of other solvents on this reaction. Under the same reaction condition, the reaction conducted in THF produced 2 in poor yield (25%), whereas the reaction failed to proceed in MeCN. Although 2 was obtained in 40% yield in DCE, the conversion was relative low compared with that in dioxane; even lower conversion (<5%) was observed in toluene.
  • 37
    • 20444497485 scopus 로고    scopus 로고
    • note
    • Toste and co-workers have studied the mechanism of Au(I)-catalyzed Conia-ene reaction and proved the pathway which involves the formation of enyne-Au complex, followed by the nucleophilic attack of the enol on the alkyne to give cyclic intermediate, and finally 2 after protonation. See ref 5.
  • 38
    • 0001521888 scopus 로고
    • For reviews, see: (a) Fuji, K. Chem. Rev. 1993, 93, 2037-2066.
    • (1993) Chem. Rev. , vol.93 , pp. 2037-2066
    • Fuji, K.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.