메뉴 건너뛰기




Volumn 131, Issue 40, 2009, Pages 14190-14191

N-heterocyclic carbene-catalyzed hydroacylation of unactivated double bonds

Author keywords

[No Author keywords available]

Indexed keywords

C-C BOND FORMING REACTION; CATALYST STRUCTURES; CHEMICAL EQUATIONS; DOUBLE BONDS; HYDROACYLATION; N-HETEROCYCLIC CARBENES; QUATERNARY CENTERS; SEVEN-MEMBERED RINGS; SYSTEMATIC VARIATION;

EID: 70349921762     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja906361g     Document Type: Article
Times cited : (191)

References (40)
  • 1
    • 56549104231 scopus 로고    scopus 로고
    • For reviews on NHC-organocatalysis, see: (a)
    • For reviews on NHC-organocatalysis, see: (a) Nair, V.; Vellalath, S.; Babu, B. P. Chem. Soc. Rev. 2008, 37, 2691.
    • (2008) Chem. Soc. Rev. , vol.37 , pp. 2691
    • Nair, V.1    Vellalath, S.2    Babu, B.P.3
  • 4
    • 36849065859 scopus 로고    scopus 로고
    • For reviews on NHCs as ligands in transition-metal catalysis, see: (d) Nolan, S. P., Ed. Wiley-VCH: Weinheim, Germany
    • For reviews on NHCs as ligands in transition-metal catalysis, see: (d) Nolan, S. P., Ed. N-Heterocyclic Carbenes in Synthesis; Wiley-VCH: Weinheim, Germany, 2006.
    • (2006) N-Heterocyclic Carbenes in Synthesis
  • 27
    • 67649363846 scopus 로고    scopus 로고
    • For excellent reviews of the Stetter reaction, see: (a)
    • For excellent reviews of the Stetter reaction, see: (a) Read de Alaniz, J.; Rovis, T. Synlett 2009, 1189.
    • (2009) Synlett , pp. 1189
    • Read De Alaniz, J.1    Rovis, T.2
  • 29
    • 56049084681 scopus 로고    scopus 로고
    • For a theoretical investigation of the mechanism, see: (c)
    • For a theoretical investigation of the mechanism, see: (c) Hawkes, K. J.; Yates, B. F. Eur. J. Org. Chem. 2008, 5563.
    • (2008) Eur. J. Org. Chem. , pp. 5563
    • Hawkes, K.J.1    Yates, B.F.2
  • 31
    • 70149090116 scopus 로고    scopus 로고
    • For selected rhodium-catalyzed hydroacylations of olefins, see: (a)
    • For selected rhodium-catalyzed hydroacylations of olefins, see: (a) Coulter, M. M.; Dornan, P. K.; Dong, V. M. J. Am. Chem. Soc. 2009, 131, 6932.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 6932
    • Coulter, M.M.1    Dornan, P.K.2    Dong, V.M.3
  • 35
    • 70349959805 scopus 로고    scopus 로고
    • See Supporting Information for further details
    • See Supporting Information for further details.
  • 39
    • 29044442544 scopus 로고    scopus 로고
    • For a recent example and key references on the Conia-ene reaction, see: In our reaction, the NHC might generate a 1,3-enophile undergoing a concerted Conia-ene-type reaction. Despite different transition-state geometries of the Conia-ene and our reaction (six- vs five-membered, respectively), the overall similarity, including the polarity of the reacting olefins, is striking. (Chemical Equation Presented)
    • For a recent example and key references on the Conia-ene reaction, see: Corkey, B. K.; Toste, F. D. J. Am. Chem. Soc. 2005, 127, 17168. In our reaction, the NHC might generate a 1,3-enophile undergoing a concerted Conia-ene-type reaction. Despite different transition-state geometries of the Conia-ene and our reaction (six- vs five-membered, respectively), the overall similarity, including the polarity of the reacting olefins, is striking. (Chemical Equation Presented)
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 17168
    • Corkey, B.K.1    Toste, F.D.2
  • 40
    • 70349956401 scopus 로고    scopus 로고
    • 7
    • 7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.