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Stereoselective Synthesis of Sulfonyl-substituted trans-2,3-Dihydrofuran Derivatives via Reaction of Arsonium Ylides with α,β-Unsaturated Ketones

Stereoselective Synthesis of Sulfonyl-substituted trans-2,3-Dihydrofuran Derivatives via Reaction of Arsonium Ylides with α,β-Unsaturated Ketones
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摘要 Trans-2,3-dihydrofuran derivatives 3 or 4 substituted with a sulfonyl group were prepared with high chemoselectivity and good yields by [1+4]-addition reaction of α,β-unsaturated ketones 1 with arsonium bromide 2 in CH2Cl2 in the presence of potassium carbonate at room temperature.The structures of the products were characterized by IR,MS,^1H NMR,elemental analysis and single crystal X-ray diffraction analysis.A mechanism for the formation of products was also proposed. Trans-2,3-dihydrofuran derivatives 3 or 4 substituted with a sulfonyl group were prepared with high chemoselectivity and good yields by [1+4]-addition reaction of α,β-unsaturated ketones 1 with arsonium bromide 2 in CH2Cl2 in the presence of potassium carbonate at room temperature.The structures of the products were characterized by IR,MS,^1H NMR,elemental analysis and single crystal X-ray diffraction analysis.A mechanism for the formation of products was also proposed.
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2014年第4期596-600,共5页 高等学校化学研究(英文版)
基金 Supported by the National Natural Science Foundation of China(No.21272152).
关键词 STEREOSELECTIVITY DIHYDROFURAN Arsonium Ylide Stereoselectivity Dihydrofuran Arsonium Ylide
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  • 1Fraga B. M., Nat. Prod. Rep., 1992,9,217.
  • 2MerrittA. T., Ley S. Y., Nat. Prod Rep., 1992,9,243.
  • 3Schoop A., Greiving R., Gohrt A., Tetrahedron Lett., 2000,41, 1913.
  • 4Schabbert S., Schaumann E., Eur. J. Org. Chem., 1998, 1873.
  • 5Ruano G. J. L., Bercial F., Gonzalez G., Castro A. M. M., Martin M. R., Tetrahedron: Asymmetry, 2002, 13, 1993.
  • 6Ruano G. J. L., Bercial E, Fraile A., Castro A. M. M., Martin M. R., Tetrahedron: Asymmetry, 2000,11,4737.
  • 7Zhang Y., Raines A. J., Flowers R A., Org. Lett., 2003, 5, 2363.
  • 8Evans D. A., Sweeney Z. K., Rovis T., Tedrow J. S., J. Am. Chem. Soc., 2001, 123, 12095.
  • 9Hamaguchi M., Matsubara H., Nagai T., J. Org. Chem., 2001, 66, 5395.
  • 10Antonioletti R, Righi G., Oliveri L., Bovicelli P., Tetrahedron Lett., 2000,41,10127.

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