메뉴 건너뛰기




Volumn 46, Issue 17, 2007, Pages 2988-3000

N-heterocyclic carbenes as organocatalysts

Author keywords

Asymmetric catalysis; C C coupling; Homogeneous catalysis; N heterocyclic carbenes; Organocatalysis

Indexed keywords

CATALYSTS; CONDENSATION; ENVIRONMENTAL IMPACT; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 34250870731     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200603380     Document Type: Short Survey
Times cited : (1387)

References (160)
  • 4
    • 34250846734 scopus 로고    scopus 로고
    • N-Heterocyclic Carbenes in Transition Metal Catalysis (Ed.: F. Glorius), Top. Organomet. Chem. 28, Springer-Verlag, Berlin/Heidelberg, 2007;
    • b) N-Heterocyclic Carbenes in Transition Metal Catalysis (Ed.: F. Glorius), Top. Organomet. Chem. Vol. 28, Springer-Verlag, Berlin/Heidelberg, 2007;
  • 7
    • 0037090932 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 1290-1309;
    • (2002) Chem. Int. Ed , vol.41 , pp. 1290-1309
    • Angew1
  • 9
    • 4143051292 scopus 로고    scopus 로고
    • Enders and Balensiefer have comprehensively reviewed (from the early work of Sheehan et al. in 1966) up to 2003, the asymmetric benzoin condensation, see: D. Enders, T. Balensiefer, Acc. Chem. Res. 2004, 37, 534-541.
    • Enders and Balensiefer have comprehensively reviewed (from the early work of Sheehan et al. in 1966) up to 2003, the asymmetric benzoin condensation, see: D. Enders, T. Balensiefer, Acc. Chem. Res. 2004, 37, 534-541.
  • 11
    • 2942611657 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 1326-1328.
    • (2004) Chem. Int. Ed , vol.43 , pp. 1326-1328
    • Angew1
  • 13
    • 0033638491 scopus 로고    scopus 로고
    • For recent leading references, see: a
    • For recent leading references, see: a) N. J. Turner, Curr. Opin. Biotechnol. 2000, 11, 527-531;
    • (2000) Curr. Opin. Biotechnol , vol.11 , pp. 527-531
    • Turner, N.J.1
  • 20
    • 27744531902 scopus 로고
    • For further mechanistic discussions and debates, see: a
    • For further mechanistic discussions (and debates), see: a) D. M. Lemal, R. A. Lovald, K. I. Kawano, J. Am. Chem. Soc. 1964, 86, 2518-2519;
    • (1964) J. Am. Chem. Soc , vol.86 , pp. 2518-2519
    • Lemal, D.M.1    Lovald, R.A.2    Kawano, K.I.3
  • 36
    • 33745716505 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 1463-1467;
    • (2006) Chem. Int. Ed , vol.45 , pp. 1463-1467
    • Angew1
  • 38
    • 33745722719 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3492-3494.
    • (2006) Chem. Int. Ed , vol.45 , pp. 3492-3494
    • Angew1
  • 54
    • 0018422536 scopus 로고    scopus 로고
    • Hirsutic acid C: B. M. Trost, C. D. Shuey, F. DiNinno, Jr., S. S. McElvain, J. Am. Chem. Soc. 1979, 101, 1284-1285;
    • Hirsutic acid C: B. M. Trost, C. D. Shuey, F. DiNinno, Jr., S. S. McElvain, J. Am. Chem. Soc. 1979, 101, 1284-1285;
  • 55
    • 0033606874 scopus 로고    scopus 로고
    • Roseophilin: a P. E. Harrington, M. A. Tius, Org. Lett. 1999, 1, 649-651;
    • Roseophilin: a) P. E. Harrington, M. A. Tius, Org. Lett. 1999, 1, 649-651;
  • 57
    • 0035855254 scopus 로고    scopus 로고
    • trans-Sabinene hydrate: C. C. Galopin
    • trans-Sabinene hydrate: C. C. Galopin, Tetrahedron Lett. 2001, 42, 5589-5591.
    • (2001) Tetrahedron Lett , vol.42 , pp. 5589-5591
  • 68
    • 0037907937 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 1253-1256.
    • (2000) Chem. Int. Ed , vol.39 , pp. 1253-1256
    • Angew1
  • 74
    • 28244442611 scopus 로고    scopus 로고
    • Highlight: M. Christmann
    • Highlight: M. Christmann, Angew. Chem. 2005, 117, 2688-2690;
    • (2005) Angew. Chem , vol.117 , pp. 2688-2690
  • 75
    • 18844424752 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 2632-2634.
    • (2005) Chem. Int. Ed , vol.44 , pp. 2632-2634
    • Angew1
  • 85
    • 13644269271 scopus 로고    scopus 로고
    • For the enantioselective version of this reaction see
    • For the enantioselective version of this reaction see: S. M. Mennen, J. D. Gipson, Y. R. Kim, S. J. Miller, J. Am. Chem. Soc. 2005, 127, 1654-1655.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 1654-1655
    • Mennen, S.M.1    Gipson, J.D.2    Kim, Y.R.3    Miller, S.J.4
  • 92
  • 93
    • 28244479394 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 7506-7510.
    • (2005) Chem. Int. Ed , vol.44 , pp. 7506-7510
    • Angew1
  • 95
    • 10044249952 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 6205-6208.
    • (2004) Chem. Int. Ed , vol.43 , pp. 6205-6208
    • Angew1
  • 102
    • 34250801800 scopus 로고    scopus 로고
    • For a discussion on the reactivity of related aldehydes in the presence of NHC, see
    • For a discussion on the reactivity of related aldehydes in the presence of NHC, see Section 5 "Miscellaneous reactions".
    • 5 "Miscellaneous reactions"
    • Section1
  • 104
    • 0027410495 scopus 로고
    • For representative references, see: a
    • For representative references, see: a) A. Orduna, L. G. Zepeda, J. Tamariz, Synthesis 1993, 375-377;
    • (1993) Synthesis , pp. 375-377
    • Orduna, A.1    Zepeda, L.G.2    Tamariz, J.3
  • 108
    • 0042338525 scopus 로고    scopus 로고
    • An interesting use of triazolium and thiazolium salts for the homocondensation of aldehydes derived from amino-acids has been reported, see: E. Dietrich, W. D. Lubell, J. Org. Chem. 2003, 68, 6988-6996
    • An interesting use of triazolium and thiazolium salts for the homocondensation of aldehydes derived from amino-acids has been reported, see: E. Dietrich, W. D. Lubell, J. Org. Chem. 2003, 68, 6988-6996.
  • 126
    • 0035898494 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 2712-2715;
    • (2001) Chem. Int. Ed , vol.40 , pp. 2712-2715
    • Angew1
  • 130
    • 5144234482 scopus 로고    scopus 로고
    • Acyclic homologues of NHC have also been reported as polymerization catalyst: S. Csihony, T. T. Beaudette, A. C. Sentma, G. W. Nyce, R. M. Waymouth, J. L. Hedrick, Adv. Synth. Catal. 2004, 346, 1081-1086.
    • Acyclic homologues of NHC have also been reported as polymerization catalyst: S. Csihony, T. T. Beaudette, A. C. Sentma, G. W. Nyce, R. M. Waymouth, J. L. Hedrick, Adv. Synth. Catal. 2004, 346, 1081-1086.
  • 137
    • 23744480690 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 4964-4968;
    • (2005) Chem. Int. Ed , vol.44 , pp. 4964-4968
    • Angew1
  • 151
    • 34250811095 scopus 로고    scopus 로고
    • This catalytic cycle is proposed in consultation with Prof. Janis Louie to whom we are particularly grateful for useful discussions
    • This catalytic cycle is proposed in consultation with Prof. Janis Louie to whom we are particularly grateful for useful discussions.
  • 156
    • 33748807069 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 6021-6024.
    • (2006) Chem. Int. Ed , vol.45 , pp. 6021-6024
    • Angew1
  • 157


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.