Acta Chimica Sinica ›› 2003, Vol. 61 ›› Issue (3): 411-415. Previous Articles     Next Articles

Original Articles

手性4-取代丁内酯类化合物的合成及其结构研究

王建平;常新红;田欣哲;陈庆华   

  1. 洛阳师范学院化学系
  • 发布日期:2003-03-15

Studies on the Synthesis and Structure of Chiral 4-Substituted- butyrolactone Derivatives

Wang Jianping;Chang Xinhong;Tian Xinzhe;Chen Qinghua   

  1. Department of Chemistry,Luoyang Normal University
  • Published:2003-03-15

The novel chiral compounds 6 have been synthesized in 44%-57% yields with ee ≥98% by asymmetric Michael addition of chiral synthon, 5-L-menthyloxy-butenolides (4) with aliphatic primary amine and primary alcohol 5 as nucleophilic reagents. The structure and absolute configuration were established on the basis of their elemental analysis and spectroscopic data, such as [a]_D~(20), IR, 'H NMR, (13) ~C NMR, MS and X-ray crystallography. These results provide a valuable synthetic route to some complex molecules and biological active compounds.

Key words: butyrolactone, MICHAEL ADDITION REACTION, XRD, PRIMARY AMINE, ALCOHOL, ELEMENTAL ANALYSIS, IR, 1HNMR, BIOLOGICAL ACTIVITY

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