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Synthesis of the chiral spiro-cyclopropane derivative and its crystal structure
作者姓名:ZHANG Xiyun  CHEN Qinghua
作者单位:Department of Chemistry, Beijing Normal University, Beijing 100875, China,Department of Chemistry, Beijing Normal University, Beijing 100875, China
摘    要:The spiro l-bromo-4-/-mentholoxy-5-oxo-6-oxabicyclo3. 1.0] hexane-2, 3'-(4'-ethoxy-5'-/-men-thyloxybutyrolactone)] 4 was synthesized via the tandem double Michael addition/internal nucleophilic substitution of chiral synthon 1, 5-/-menthyloxy- 3-bromo-2 (5H)-furanone, with nucleophilic ethanol. The two synthetic routes to compound 4 and its analytical data of structure are reported. The absolute configuration of 4 was determined by X-ray crystallography. These results provide a valuable strategy for synthesizing some biologically active molecules.

关 键 词:tandem  asymmetric  reaction    biological  activity    spiro-cyclicpropane  derivative  containing  multichiral  centers.

Synthesis of the chiral spiro-cyclopropane derivative and its crystal structure
ZHANG Xiyun,CHEN Qinghua.Synthesis of the chiral spiro-cyclopropane derivative and its crystal structure[J].Progress in Natural Science,2000,10(11):867-873.
Authors:ZHANG Xiyun  CHEN Qinghua
Institution:Department of Chemistry, Beijing Normal University, Beijing 100875, China,Department of Chemistry, Beijing Normal University, Beijing 100875, China
Abstract:The spiro l-bromo-4-/-mentholoxy-5-oxo-6-oxabicyclo3. 1.0] hexane-2, 3'-(4'-ethoxy-5'-/-men-thyloxybutyrolactone)] 4 was synthesized via the tandem double Michael addition/internal nucleophilic substitution of chiral synthon 1, 5-/-menthyloxy- 3-bromo-2 (5H)-furanone, with nucleophilic ethanol. The two synthetic routes to compound 4 and its analytical data of structure are reported. The absolute configuration of 4 was determined by X-ray crystallography. These results provide a valuable strategy for synthesizing some biologically active molecules.
Keywords:tandem asymmetric reaction  biological activity  spiro-cyclicpropane derivative containing multichiral centers  
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