期刊文献+

The First Total Synthesis of Saurufuran B

The First Total Synthesis of Saurufuran B
下载PDF
导出
摘要 First total synthesis of saurufuran B 1, a furanoditerpene, from (E, E)-farnesol 2 and citraconic anhydride 3 through thirteen steps is described. Our work involves two key steps: (1) High regioselective alkylation of 2-(tert-butyldimethylsiloxy)-4-methylfuran 6 with aUylic iodides 5 in the presence of silver wifluoroacetate and (2) Conversion of substituted 7-1actone 7 into furan derivative 8. First total synthesis of saurufuran B 1, a furanoditerpene, from (E, E)-farnesol 2 and citraconic anhydride 3 through thirteen steps is described. Our work involves two key steps: (1) High regioselective alkylation of 2-(tert-butyldimethylsiloxy)-4-methylfuran 6 with aUylic iodides 5 in the presence of silver wifluoroacetate and (2) Conversion of substituted 7-1actone 7 into furan derivative 8.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2006年第10期1287-1289,共3页 中国化学快报(英文版)
基金 This work was financially supported by the National Natural Science Foundation of China (No. 20072012) the Special Research Grant for Doctoral Sites in Chinese Universities (No. 20010730001).
关键词 Saurufuran B first total synthesis furanoditerpene regioselective alkylation. Saurufuran B, first total synthesis, furanoditerpene, regioselective alkylation.
  • 相关文献

参考文献11

  • 1[1]C.W.Jefford,A.W.Sledeski,J.Boukouvalas,J.Chem.Soc.Chem.Commun.,1988,364.
  • 2[2]P.A.Grieco,C.S.Pogonowski,S.Burke,J.Org.Chem.,1975,40,542.
  • 3[3]B.Y.Hwang,J.J.Lee,et al.,J.Nat.Prod.,2002,65,616.
  • 4[4]B.M.Forman,P.Tontonoz,J.Chen,R.P.Brun,et al.,Cell,1995,83,803.
  • 5[5]M.A.Umbreit,K.B.Sharpless,J.Am.Chem.Soc.,1977,99,5526.
  • 6[6]E.J.Corey,S.G.Pyne,W.G.Su,Tetrahedron Lett.,1983,24,4883.
  • 7[7](a)M.M.Kayser,P.Morand,Can.J.Chem.,1980,58,2484.(b)M.M.Kayser,L.Breau,S.Eliev,et al.,Can.J.Chem.,1986,64,104.
  • 8[8]S.F.Martin,K.J.Barr,D.W.Smith,S.K.Bur,J.Am.Chem.Soc.,1999,121,6990.
  • 9[9]E.J.Corey,N.W.Gilman,B.E.Ganem,J.Am.Chem.Soc.,1968,90,5616.
  • 10[10]M.A.Tius,R.E.Moore,R.A.Barrow,et al.,J.Am.Chem.Soc.,1995,117,2479.

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