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Volumn 44, Issue 24, 2003, Pages 4475-4478

Ruthenium-catalyzed hydroesterification of alkynes and dienes based on a chelation-approach

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; ALKYNE; CARBON MONOXIDE; ESTER DERIVATIVE; RUTHENIUM;

EID: 0038742114     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01016-5     Document Type: Article
Times cited : (36)

References (28)
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    • 13C NMR, IR, and HRMS.
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    • Based on this result, a possibility that DMF acts as a CO source through decomposition of DMF can be ruled out. For reference of the example, see:
    • Based on this result, a possibility that DMF acts as a CO source through decomposition of DMF can be ruled out. For reference of the example, see: Wan Y., Alterman M., Larhed M., Hallberg A. J. Org. Chem. 67:2002;6232.
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    • note
    • +), found 247.1575.
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    • For some examples of Pd-catalyzed alkoxycarbonylation of alkynes using alcohol and CO, see: (a) Alper, H.; Despeyroux, B.; Woell, J. B. Tetrahedron Lett. 1983, 24, 5691; (b) Kushino, Y.; Itoh, K.; Miura, M.; Nomura, M. J. Mol. Catal. 1994, 89, 151; (c) Akao, M.; Sugawara, S.; Amino, K.; Inoue, Y. J. Mol. Catal. A: Chem. 2000, 157, 117.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 5691
    • Alper, H.1    Despeyroux, B.2    Woell, J.B.3
  • 19
    • 0028416620 scopus 로고
    • For some examples of Pd-catalyzed alkoxycarbonylation of alkynes using alcohol and CO, see: (a) Alper, H.; Despeyroux, B.; Woell, J. B. Tetrahedron Lett. 1983, 24, 5691; (b) Kushino, Y.; Itoh, K.; Miura, M.; Nomura, M. J. Mol. Catal. 1994, 89, 151; (c) Akao, M.; Sugawara, S.; Amino, K.; Inoue, Y. J. Mol. Catal. A: Chem. 2000, 157, 117.
    • (1994) J. Mol. Catal. , vol.89 , pp. 151
    • Kushino, Y.1    Itoh, K.2    Miura, M.3    Nomura, M.4
  • 20
    • 0034690966 scopus 로고    scopus 로고
    • For some examples of Pd-catalyzed alkoxycarbonylation of alkynes using alcohol and CO, see: (a) Alper, H.; Despeyroux, B.; Woell, J. B. Tetrahedron Lett. 1983, 24, 5691; (b) Kushino, Y.; Itoh, K.; Miura, M.; Nomura, M. J. Mol. Catal. 1994, 89, 151; (c) Akao, M.; Sugawara, S.; Amino, K.; Inoue, Y. J. Mol. Catal. A: Chem. 2000, 157, 117.
    • (2000) J. Mol. Catal. A: Chem. , vol.157 , pp. 117
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  • 21
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    • For hydroesterification of alkynes with methyl formate to methyl acrylate catalyzed by nickel catalyst, see:
    • For hydroesterification of alkynes with methyl formate to methyl acrylate catalyzed by nickel catalyst, see: Yang X.-G., Zhang J.-Q., Liu Z.-T. Appl. Catal. A: General. 173:1998;11.
    • (1998) Appl. Catal. A: General , vol.173 , pp. 11
    • Yang, X.-G.1    Zhang, J.-Q.2    Liu, Z.-T.3
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    • For a previous example of Pd-catalyzed hydroesterification of alkynols, see:
    • For a previous example of Pd-catalyzed hydroesterification of alkynols, see: El Ali B., Alper H. J. Mol. Catal. A Chem. 96:1995;197.
    • (1995) J. Mol. Catal. A Chem. , vol.96 , pp. 197
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    • note
    • Compound 4A is presumed to be formed from the hydroesterification of alkynol 3 with 1 at the opposite direction compared to 4B, and then by an intra-molecular cyclization.
  • 24
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    • Recently, ruthenium-catalyzed oxidative cyclization of alkynols has been reported, see:
    • Recently, ruthenium-catalyzed oxidative cyclization of alkynols has been reported, see: Trost B.M., Rhee Y.H. J. Am. Chem. Soc. 124:2002;2528.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 2528
    • Trost, B.M.1    Rhee, Y.H.2
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    • Alkoxycarbonylation of 1,2-polybutadiene with EtOH and CO was previously reported using Pd catalyst. See:
    • Alkoxycarbonylation of 1,2-polybutadiene with EtOH and CO was previously reported using Pd catalyst. See: Ajjou A.N., Alper H. Macromolecules. 29:1996;1784.
    • (1996) Macromolecules , vol.29 , pp. 1784
    • Ajjou, A.N.1    Alper, H.2
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    • For ruthenium-catalyzed isomerization of internal alkenes, see: (a) Suzuki, H.; Koyama, Y.; Moro-oka, Y.; Ikawa, T. Tetrahedron Lett. 1979, 20, 1415; (b) Zoran, A.; Sasson, Y.; Blum, J. J. Org. Chem. 1981, 46, 255; (c) Wakamatsu, H.; Nishida, M.; Adachi, N.; Mori, M. J. Org. Chem. 2000, 65, 3966.
    • (1979) Tetrahedron Lett. , vol.20 , pp. 1415
    • Suzuki, H.1    Koyama, Y.2    Moro-oka, Y.3    Ikawa, T.4
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    • For ruthenium-catalyzed isomerization of internal alkenes, see: (a) Suzuki, H.; Koyama, Y.; Moro-oka, Y.; Ikawa, T. Tetrahedron Lett. 1979, 20, 1415; (b) Zoran, A.; Sasson, Y.; Blum, J. J. Org. Chem. 1981, 46, 255; (c) Wakamatsu, H.; Nishida, M.; Adachi, N.; Mori, M. J. Org. Chem. 2000, 65, 3966.
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  • 28
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    • For ruthenium-catalyzed isomerization of internal alkenes, see: (a) Suzuki, H.; Koyama, Y.; Moro-oka, Y.; Ikawa, T. Tetrahedron Lett. 1979, 20, 1415; (b) Zoran, A.; Sasson, Y.; Blum, J. J. Org. Chem. 1981, 46, 255; (c) Wakamatsu, H.; Nishida, M.; Adachi, N.; Mori, M. J. Org. Chem. 2000, 65, 3966.
    • (2000) J. Org. Chem. , vol.65 , pp. 3966
    • Wakamatsu, H.1    Nishida, M.2    Adachi, N.3    Mori, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.