A new facile synthesis of shikalkin

被引:0
作者
Qun Lu a Hao Lun Tang a Yan Qiang Shao a Jun Chao Cai b a Department of Bioengineering Southwest Jiaotong University Chengdu China b Shanghai Institute of Materia Medica Chinese Academy of Sciences Shanghai China [610031 ,200031 ]
机构
关键词
Synthesis; Shikalkin; Epoxides;
D O I
暂无
中图分类号
O621.3 [有机合成化学];
学科分类号
070303 ; 081704 ;
摘要
A short and convergent approach for the synthesis of shikalkin (dl-shikonin) is presented. Stobbe reaction was employed to construct the aromatic skeleton 6. This is followed by a practical method to prepare the key epoxides 9 from aldehydes 8 in high yield. Finally, shikalkin is achieved by Grignard reaction and oxidation.
引用
收藏
页码:172 / 174
页数:3
相关论文
共 12 条
[1]  
B.Z. Ahn,K.U. Baik,G.R. Kweon,K. Lim,B.D. Hwang. J. Med. Chem . 1995
[2]  
M. Braun,C. Bauer. Liebigs Ann. Chem . 1991
[3]  
A.M. Moiseenkov,N.N. Balaneva,V.L. Novikov. Dokl. Akad. Bauk. SSSR . 1987
[4]  
V.P. Papageorgiou,A.N. Assimopoulou,E.A. Couldouros. Angew. Chem. Int. Ed . 1999
[5]  
Y. Yoon,Y.O. Kim,N.Y. Lim,W.K. Jeon,H.J. Sung. Planta Med . 1999
[6]  
K.C. Nicolaou,D. Hepworth. Angew. Chem. Int. Ed . 1998
[7]  
Q. Lu,W. Liu,J. Ding,J. Cai,W. Duan. Bioorg. Med. Chem. Lett . 2002
[8]  
Y. Terada,A. Tanoue,A. Hatada, et al. Bull. Chem. Soc. Jpn . 1987
[9]  
X.P. Guo,X.Y. Zhang,S.D. Zhang. Zhongxiyi Jiehe Zazhi1 . 1991
[10]  
T. Hisa,Y. Kimura,K. Takada,F. Suzuki,M. Takigawa. Anticancer Res . 1998