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For reviews on the hetero-Diels-Alder reaction of azadienes:
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For reviews on the hetero-Diels-Alder reaction of azadienes:. Boger D.L. Tetrahedron 39 (1983) 2869-2939
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Tetrahedron
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Boger, D.L.1
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For reviews on the reaction of 1-azadienes:
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For reviews on the reaction of 1-azadienes:. Ahmadian M., and Behforouz M. Tetrahedron 56 (2000) 5259-5288
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(2000)
Tetrahedron
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Ahmadian, M.1
Behforouz, M.2
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33745685959
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For recent examples of catalytic inverse type Diels-Alder reaction of 1-azadienes:
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For recent examples of catalytic inverse type Diels-Alder reaction of 1-azadienes:. He M., Struble J.R., and Bode J.W. J. Am. Chem. Soc. 128 (2006) 8418-8419
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J. Am. Chem. Soc.
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He, M.1
Struble, J.R.2
Bode, J.W.3
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Behforouz M., Gu Z., Stelzer L.S., Ahmadian M., Haddad J., and Scherschel J.A. Tetrahedron Lett. 38 (1997) 2211-2214
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Behforouz, M.1
Gu, Z.2
Stelzer, L.S.3
Ahmadian, M.4
Haddad, J.5
Scherschel, J.A.6
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For review on transition metal-mediated cycloadditions reactions:
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For review on transition metal-mediated cycloadditions reactions:. Lautens M., Klute W., and Tam W. Chem. Rev. 96 (1996) 49-92
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For review on transition metal-catalyzed syntheses of heterocycles:
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For review on transition metal-catalyzed syntheses of heterocycles:. Nakamura I., and Yamamoto Y. Chem. Rev. 104 (2004) 2127-2198
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Nakamura, I.1
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84985571853
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For reviews on Co-catalyzed [2+2+2] cycloaddtions:
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For reviews on Co-catalyzed [2+2+2] cycloaddtions:. Vollhardt K.P.C. Angew. Chem., Int. Ed. Engl. 23 (1984) 539-555
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Angew. Chem., Int. Ed. Engl.
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Beller M., and Bolm C. (Eds), Wiley-VCH, Weinheim
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Bönnenmann H., and Brijoux W. In: Beller M., and Bolm C. (Eds). Transition Metals for Organic Synthesis Vol. 1 (1998), Wiley-VCH, Weinheim 114-135
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Brijoux, W.2
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27
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0037042297
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For recent examples of Zr- or Ti-mediated [2+2+2] cycloaddtions:
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For recent examples of Zr- or Ti-mediated [2+2+2] cycloaddtions:. Takahashi T., Tsai F., Wang H., Kondo Y., Yamanaka M., Nakajima K., and Kotora M. J. Am. Chem. Soc. 124 (2002) 5059-5067
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J. Am. Chem. Soc.
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Takahashi, T.1
Tsai, F.2
Wang, H.3
Kondo, Y.4
Yamanaka, M.5
Nakajima, K.6
Kotora, M.7
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29
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12944303660
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For recent examples of other metal-catalyzed [2 + 2 + 2] cycloaddtions: (a) Ru-catalyst:
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For recent examples of other metal-catalyzed [2 + 2 + 2] cycloaddtions: (a) Ru-catalyst:. Yamamoto Y., Kinpara K., Saigoku T., Takagishi H., Okuda S., Nishiyama H., and Itoh K. J. Am. Chem. Soc. 127 (2005) 605-613
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J. Am. Chem. Soc.
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Yamamoto, Y.1
Kinpara, K.2
Saigoku, T.3
Takagishi, H.4
Okuda, S.5
Nishiyama, H.6
Itoh, K.7
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Hrdina R., Stara I.G., Dufkova L., Mitchel S., Cisarova I., and Kotora M. Tetrahedron 62 (2006) 968-976
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Tetrahedron
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Hrdina, R.1
Stara, I.G.2
Dufkova, L.3
Mitchel, S.4
Cisarova, I.5
Kotora, M.6
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0034697670
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Ru-catalyzed hetero-[4+2] cycloaddition of ω-alkynyl-α,β-enones:
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Ru-catalyzed hetero-[4+2] cycloaddition of ω-alkynyl-α,β-enones:. Trost B.M., Broun R.E., and Toste F.D. J. Am. Chem. Soc. 122 (2000) 5877-5878
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Trost, B.M.1
Broun, R.E.2
Toste, F.D.3
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0141855014
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Synthesis of quinolines through the coupling reaction of aromatic imines with alkynes:
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Synthesis of quinolines through the coupling reaction of aromatic imines with alkynes:. Lim S.-G., Lee J.H., Moon C.W., Hong J.-B., and Jun C.-H. Org. Lett. 5 (2003) 2759-2761
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(2003)
Org. Lett.
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Lim, S.-G.1
Lee, J.H.2
Moon, C.W.3
Hong, J.-B.4
Jun, C.-H.5
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Duetsch, M.1
Stein, F.2
Funke, F.3
Pohl, E.4
Herbst-Irmer, R.5
de Meijere, A.6
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Saito A., Ono T., Takahashi A., Taguchi T., and Hanzawa Y. Tetrahedron Lett. 47 (2006) 891-895
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(2006)
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Ono, T.2
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Taguchi, T.4
Hanzawa, Y.5
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34548205334
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note
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2 solution, 0.2 mL, 50 μmol) in HFIP (2 mL) at room temperature. Immediately after the preparation of the above solution, a solution of 1a (78 mg, 0.4 mmol) in HFIP (2 mL) was added to the solution of the cationic Rh(I) complex. After being stirred for 1 h at the same temperature, the reaction mixture was diluted with ether and filtered through a Celite pad. Concentration of the filtrate to dryness and subsequent purification by silica gel column chromatography (hexane/AcOEt = 1:2) gave 2a (33.9 mg, 52%) as a colorless solid.
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note
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Although the mechanism for the formation of 3a remains unclear at present, we speculate that the protonation from HFIP to Rh-C and/or Rh-N bonds of rhodacycle generated from Rh, alkyne, and vinyl oxime function may be involved.
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1H NMR.
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2O or DMSO is highly efficient in intramolecular cyclizations:
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2O or DMSO is highly efficient in intramolecular cyclizations:. Jung M.E. Synlett (1999) 843
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(1999)
Synlett
, pp. 843
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Jung, M.E.1
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