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Volumn 6, Issue 8, 2008, Pages 1339-1343

Urea derivatives are highly active catalysts for the base-mediated generation of terminal epoxides from aldehydes and trimethylsulfonium iodide

Author keywords

[No Author keywords available]

Indexed keywords

TERMINAL EPOXIDES; TRIMETHYLSULFONIUM IODIDE;

EID: 41549169617     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b719767e     Document Type: Article
Times cited : (40)

References (68)
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    • For examples using clean deprotonation of the salt in DMSO using strong bases at room temperature see ref. 1b-d and:
    • F. Toda N. Imai J. Chem. Soc., Perkin Trans. 1 1994 2674
    • (1994) J. Chem. Soc., Perkin Trans. 1 , pp. 2674
    • Toda, F.1    Imai, N.2
  • 37
    • 33745250986 scopus 로고    scopus 로고
    • For useful ambient temperature reactions with the relatively expensive methylsulfate salt see:
    • S. Raghavan T. Sreekanth Tetrahedron Lett. 2006 47 5595
    • (2006) Tetrahedron Lett. , vol.47 , pp. 5595
    • Raghavan, S.1    Sreekanth, T.2
  • 43
    • 0000692551 scopus 로고    scopus 로고
    • In preliminary experiments we also found that cinnamonitrile formed rapidly in this ylide-generating system unless water was added-a requirement which was unlikely to be beneficial in a system involving a hydrogen-bond donating catalyst
    • K. Julienne P. Metzner V. Henryon J. Chem. Soc., Perkin Trans. 1 1999 731
    • (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 731
    • Julienne, K.1    Metzner, P.2    Henryon, V.3
  • 59
    • 34250713919 scopus 로고    scopus 로고
    • For reports concerning the reduction of imines/reductive amination of aldehydes/ketones using thiourea as a catalyst see:
    • Z. Zhang P. R. Schreiner Synlett 2007 1455
    • (2007) Synlett , pp. 1455
    • Zhang, Z.1    Schreiner, P.R.2
  • 66
    • 0034704642 scopus 로고    scopus 로고
    • 3 with a mobile phase containing triethylamine) or Kugelrohr distillation. In any case the crude product was of sufficient purity to be used in subsequent transformations
    • P. Vachal E. N. Jacobsen Org. Lett. 2000 2 867
    • (2000) Org. Lett. , vol.2 , pp. 867
    • Vachal, P.1    Jacobsen, E.N.2
  • 67
    • 0000920222 scopus 로고
    • Our choice of this catalyst for the Meinwald rearrangement was based on the availability of an excellent protocol reported recently by Graham et al.:
    • J. Meinwald S. S. Labana S. S. Chadha J. Am. Chem. Soc. 1963 85 582
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 582
    • Meinwald, J.1    Labana, S.S.2    Chadha, S.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.