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Volumn 44, Issue 36, 2003, Pages 6895-6898

One-pot four-component synthesis of tetrahydrofuran derivatives involving an alkyne, an ethylene and two aldehydes via CuCl-mediated reactions of oxazirconacyclopentenes with aldehydes

Author keywords

Aldehydes; CuCl; Four component synthesis; Oxazirconacycloheptenes; Tetrahydrofuran derivatives; Zirconacyclopentenes

Indexed keywords

ALDEHYDE; ALKENE DERIVATIVE; ALKYNE; COPPER CHLORIDE; ETHYLENE; TETRAHYDROFURAN DERIVATIVE;

EID: 0043161715     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01741-6     Document Type: Article
Times cited : (22)

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    • For CuCl-mediated reactions of zirconacyclopentenes, see: (a) Xi, C.; Huo, S.; Afifi, T. H.; Hara, R.; Takahashi, T. Tetrahedron Lett. 1997, 38, 4099; (b) Takahashi, T.; Xi, Z.; Kotora, M.; Xi, C.; Nakajima, K. Tetrahedron Lett. 1996, 37, 7521; (c) Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc., Chem. Commun. 1995, 109; (d) Takahashi, T.; Kotora, M.; Kasai, K.; Suzuki, N. Tetrahedron Lett. 1994, 35, 5685; (e) Ura, Y.; Li, Y.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1998, 39, 2787; (f) Lipshutz, B. H.; Segi, M. Tetrahedron 1995, 51, 4407; (g) Xi, C.; Kotora, M.; Takahashi, T. Tetrahedron Lett. 1999, 40, 2357; (h) Takahashi, T.; Shen, B.; Nakajima, K.; Xi, Z. J. Org. Chem. 1999, 64, 8706.
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    • For CuCl-mediated reactions of zirconacyclopentenes, see: (a) Xi, C.; Huo, S.; Afifi, T. H.; Hara, R.; Takahashi, T. Tetrahedron Lett. 1997, 38, 4099; (b) Takahashi, T.; Xi, Z.; Kotora, M.; Xi, C.; Nakajima, K. Tetrahedron Lett. 1996, 37, 7521; (c) Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc., Chem. Commun. 1995, 109; (d) Takahashi, T.; Kotora, M.; Kasai, K.; Suzuki, N. Tetrahedron Lett. 1994, 35, 5685; (e) Ura, Y.; Li, Y.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1998, 39, 2787; (f) Lipshutz, B. H.; Segi, M. Tetrahedron 1995, 51, 4407; (g) Xi, C.; Kotora, M.; Takahashi, T. Tetrahedron Lett. 1999, 40, 2357; (h) Takahashi, T.; Shen, B.; Nakajima, K.; Xi, Z. J. Org. Chem. 1999, 64, 8706.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 2357
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    • For CuCl-mediated reactions of zirconacyclopentenes, see: (a) Xi, C.; Huo, S.; Afifi, T. H.; Hara, R.; Takahashi, T. Tetrahedron Lett. 1997, 38, 4099; (b) Takahashi, T.; Xi, Z.; Kotora, M.; Xi, C.; Nakajima, K. Tetrahedron Lett. 1996, 37, 7521; (c) Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc., Chem. Commun. 1995, 109; (d) Takahashi, T.; Kotora, M.; Kasai, K.; Suzuki, N. Tetrahedron Lett. 1994, 35, 5685; (e) Ura, Y.; Li, Y.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1998, 39, 2787; (f) Lipshutz, B. H.; Segi, M. Tetrahedron 1995, 51, 4407; (g) Xi, C.; Kotora, M.; Takahashi, T. Tetrahedron Lett. 1999, 40, 2357; (h) Takahashi, T.; Shen, B.; Nakajima, K.; Xi, Z. J. Org. Chem. 1999, 64, 8706.
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    • note
    • 2 402.1517, found 402.1515.
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    • For acid-promoted formation of oxacycles from 1,6-diols, see: (a) Lorenzo, E.; Alonso, F.; Yus, M. Tetrahedron Lett. 2000, 41, 1661; (b) Gil, J. F.; Ramon, D. J.; Yus, M. Tetrahedron 1994, 50, 7307.
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    • Lorenzo, E.1    Alonso, F.2    Yus, M.3
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