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Volumn 49, Issue 45, 2008, Pages 6442-6444

Dual-reagent organocatalysis with a phosphine and electron-deficient alkene: application to the Henry reaction

Author keywords

Aldehydes; Electron deficient alkenes; Nitroalkanes; Phosphines; The Henry reaction

Indexed keywords

ACRYLIC ACID METHYL ESTER; ALKENE; DEUTERIUM; PHOSPHINE; REAGENT;

EID: 52049105186     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.08.092     Document Type: Article
Times cited : (29)

References (34)
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    • For the phosphine-catalyzed Michael addition of active methylene compounds to electron-deficient alkenes, see:
    • For the phosphine-catalyzed Michael addition of active methylene compounds to electron-deficient alkenes, see:. White D.A., and Baizer M.M. Tetrahedron Lett. 14 (1973) 3597
    • (1973) Tetrahedron Lett. , vol.14 , pp. 3597
    • White, D.A.1    Baizer, M.M.2
  • 13
    • 0037140744 scopus 로고    scopus 로고
    • For the phosphine-catalyzed Michael addition of alcohols and water to electron-deficient alkenes, see:
    • For the phosphine-catalyzed Michael addition of alcohols and water to electron-deficient alkenes, see:. Jenner G. Tetrahedron 58 (2002) 4311
    • (2002) Tetrahedron , vol.58 , pp. 4311
    • Jenner, G.1
  • 17
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    • For a general review, see:
    • For a general review, see:. Luzzio F.A. Tetrahedron 57 (2001) 915
    • (2001) Tetrahedron , vol.57 , pp. 915
    • Luzzio, F.A.1
  • 18
    • 34250620600 scopus 로고    scopus 로고
    • For recent reviews on the catalytic asymmetric Henry reaction, see:
    • For recent reviews on the catalytic asymmetric Henry reaction, see:. Palomo C., Oiarbide M., and Laso A. Eur. J. Org. Chem. (2007) 2561
    • (2007) Eur. J. Org. Chem. , pp. 2561
    • Palomo, C.1    Oiarbide, M.2    Laso, A.3
  • 20
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    • For selected examples, see:
    • For selected examples, see:. Li H., Wang B., and Deng L. J. Am. Chem. Soc. 128 (2006) 732
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 732
    • Li, H.1    Wang, B.2    Deng, L.3
  • 27
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    • note
    • Triphenylphosphine (10 mol %) was not able to catalyze the reaction of benzaldehyde with nitromethane in ethanol at room temperature in 24 h (Table 1, entry 1).
  • 32
    • 52049122010 scopus 로고    scopus 로고
    • note
    • 13C NMR analysis.
  • 33
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    • note
    • 3, 400 M) analysis.
  • 34
    • 52049106709 scopus 로고    scopus 로고
    • note
    • 3OD was used as the solvent, the percentage of deuterium in methyl acrylate could not be determined as a result of transesterification (Table 3, entries 2 and 4).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.