期刊文献+

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) Catalyzed Regio specific and Diastereoselective Reaction of Chiral N-(tert-Butanesulfinyl)ketimines and α,β-Unsaturated Trifluoromethyl Ketones

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) Catalyzed Regio specific and Diastereoselective Reaction of Chiral N-(tert-Butanesulfinyl)ketimines and α,β-Unsaturated Trifluoromethyl Ketones
原文传递
导出
摘要 The reaction of chiral N-(tert-butanesulfinyl)ketimines and α,β-unsaturated trifluorotuethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2-Addition products, precursors of chiral trifluoromethylated 1,3-amino alcohols, were obtained diastereoselectively (dr value up to 95 : 5) in moderate yields (up to 76%). A possible catalytic cycle was proposed. The reaction of chiral N-(tert-butanesulfinyl)ketimines and α,β-unsaturated trifluorotuethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2-Addition products, precursors of chiral trifluoromethylated 1,3-amino alcohols, were obtained diastereoselectively (dr value up to 95 : 5) in moderate yields (up to 76%). A possible catalytic cycle was proposed.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2011年第12期2727-2731,共5页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (No. 20872166).
关键词 DBU regiospecific diastereoselectivity tert-butanesulfinylketimine α β-unsaturated trifluoromethyl ketone DBU, regiospecific, diastereoselectivity, tert-butanesulfinylketimine, α,β-unsaturated trifluoromethyl ketone
  • 相关文献

参考文献50

  • 1Banks, R. E.; Smart, B. E.; Tatlow, J. C. Organofluorine Chemistry, Principle, and Commercial Applications, Plenum Press, New York, 1994.
  • 2Hiyama, T. Organofluorine Compounds, Chemistry and Application, Springer, Berlin, 2000.
  • 3Filler, R.; Kobayashi, Y.; Yagupolskii, L. M. Organ- ofluorine Compounds in Medicinal Chemistry and Biomedical Applications, Elsevier, Amsterdam, 1993.
  • 4Ojima, I.; McCarthy, J. R.; Welch, J. T. Biomedical Frontiers of Fluorine Chemistry, American Chemical Society, Washington, DC, 1996.
  • 5Soloshonok, V. A. Fluorine-Containing Synthons, American Chemical Society, Washington, DC, 2005.
  • 6Shevchenko, D. E.; Roschenthaler, G.-V.; Mitiaev, A. S.: Lork, E.; Nenajdenko, V. G. J. Fluorine Chem. 2008, 129, 637.
  • 7Barten, J. A.; Lork, E.; Roschenthaler G.-V. J. Fluorine Chem. 2004, 125, 1039.
  • 8Bogevig, A.; Gothelf, K. V.; Jorgensen, K. A. Chem. Eur. J. 2002, 8, 5652.
  • 9Barten, J. A.; Funabiki, K.; Roschenthaler, G.-V. J. Fluorine Chem. 2002, 113, 105.
  • 10Liu, Z.-J.; Mei, Y.-Q.; Liu, J.-T. Tetrahedron 2007, 63, 855.

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部