Enantioselective direct aldol-type reaction of 4-hydroxycoumarin with ethyl trifluoropyruvate catalyzed by modified cinchona alkaloids

被引:0
作者
CUI HaiLei
机构
关键词
4-hydroxycoumarin; tertiary trifluoromethyl alcohol; asymmtric synthesis; cinchona alkaloid; organocatalysts;
D O I
暂无
中图分类号
O621.25 [];
学科分类号
070303 ; 081704 ;
摘要
A new enantioselective aldol-type reaction of 4-hydroxycoumarins and ethyl trifluoropyruvate has been developed. In the presence of (DHQD)2PHAL (5 mol%), ethyl trifluoropyruvate could react with various 4-hydroxycoumarins to afford novel 4-hydroxycoumarin derivatives containing a tertiary trifluoromethyl alcohol center in good yields with moderate enantioselectivities.
引用
收藏
页码:1732 / 1734
页数:3
相关论文
共 17 条
  • [1] Ma J A,Cahard D. Chemical Reviews . 2004
  • [2] Murray,R.D.H.,Medez,J.,Brown,S.A. The Natural Coumarins: Occurrence, Chemistry, and Biochemistry . 1982
  • [3] Xie J -W,Yue L,Chen W,et al.Highly enantioselective Michael addition of cyclic 1,3-dicarbonyl compounds to α,β-unsaturated ketones. Organic Letters . 2007
  • [4] Umemoto T. Chemical Reviews . 1996
  • [5] OGAWA Shinichi,SHIBATA Norio,INAGAKI Junji,NAKAMURA Shuichi,TORU Takeshi,SHIRO Motoo.Cinchona-Alkaloid-Catalyzed Enantioselective Direct Aldol-Type Reaction of Oxindoles with Ethyl Trifluoropyruvate. Angewandte Chemie International Edition . 2007
  • [6] Manolov I,Danchev N D. Arch Pharm Pharm Med Chem . 2003
  • [7] Stanchev S,Momekov G,Manolov I, et al. European Journal of Medical Chemistry . 2008
  • [8] S.Stanchev,V.Hadjimitova,T.Traykov,T.Boyanov,I.Manolov. Eur.J.Med. Chem . 2009
  • [9] Denissova I,Barriault L. Tetrahedron . 2003
  • [10] Fuji K. Chemical Reviews . 1993