期刊文献+

Salen-Co(III)手性催化剂的合成与外消旋环氧化合物的水解动力学拆分 被引量:3

Synthesis of Chiral Salen-Co(III) Complex and Catalyzed Hydrolytic Kinetic Resolution of Racemic Epoxides
下载PDF
导出
摘要 将 (S ,S) 1,2 二苯基乙二胺 (DPEDA)与 2 羟基 5 甲基 3 叔丁基苯甲醛缩合 ,得到手性Salen ,再与Co络合 ,氧化后得到Salen Co(III)手性催化剂 ,用于催化外消旋环氧化合物的水解动力学拆分 ,得到了光学活性的环氧化合物和二醇 ,产率较高 ,对映体过量 2 0 .6 %~ 6 1.6 % . Condensation of (S,S)-DPEDA with 3-tert-butyl-2-hydroxy-5-methylbenzaldehyde gave the chiral salen. Chiral Salen reacted with cobalt acetate and oxidized to give the Salen-Co(III) complex (S,S)-2, which catalyzes the hydrolytic kinetic resolution of racemic epoxides to afford chiral epoxides and diols in good yield with the e.e. ranging from 20.6% to 61.6%.
作者 李明 张雅文
出处 《江南大学学报(自然科学版)》 CAS 2002年第4期361-364,共4页 Joural of Jiangnan University (Natural Science Edition) 
基金 江苏省自然科学基金项目 (BK9714 2 )资助课题 .
关键词 手性 双水杨醛亚乙基二亚胺 外消旋环氧化合物 水解动力学拆分 chiral salen racemic epoxides hydrolytic kinetic resolution
  • 相关文献

参考文献8

  • 1KOLB H C, VANNIEUWENHZE M S, SHARPLESS K B. Catalytic Asymmetric Dihydroxylation[J]. Chem Rev, 1994, 94(8) :2483 - 2547.
  • 2孙伟,夏春谷.手性金属Salen配合物在不对称催化中的应用[J].化学进展,2002,14(1):8-17. 被引量:17
  • 3TOKUNAGA M, LARROW J F, JACOBSEN E N. Asymmetic Catalysis with Water: Efficient Kinetic Resolution of Terminal Epoxides by Means of Catalytic Hydrolysis[J]. Science, 1997, 277(15) :936.
  • 4BRANDES B D, JACOBSEN E N. Synthesis of enantiopure 3-chlorostyrene oxide via an asymmetric epoxidation-hydrolytic kinetic resolution sequence[J]. Tetrahedron: Asymmetry, 1997, 8(23) : 3927 - 3933.
  • 5SCHAUS S E, BRANALT J, JACOBSEN E N. Total Synthesis of Muconin by Efficient Assembly of Chiral Building Blocks[j]. J Org Chem, 1998, 63(15) : 4876- 4877.
  • 6YU Q, WU Y K, WU Y L. Synthesis of a key intermediate for corossolin using hydrolytic kinetic resolution of epoxides[J].Chem Commun, 1999, (2):129- 130.
  • 7WILLIAMS O F, BAILAR JR J C. The Stereochemistry of Complex Inorganic Compounds XXIV Cobalt Stilbenediamine Complexes[J]. J Am Chem Soc, 1959, 81(17) :4464- 4469.
  • 8PIKUL S C, COREY E J. (1R, 2R )-( + )- AND (1S, 2S)-( + ) -1, 2-DIPHENYL-1, 2-ETHYLENEDIAMINE[J]. Org Syn, 1993, 71(1) :22 - 29.

二级参考文献65

  • 1[1]Katsuki T. J. Mol. Cat. A, 1996, 113: 87-107
  • 2[2]Nishikori H, Katsuki T. Tetrahedron Lett., 1996, 37: 9245-9248
  • 3[3]Fukuda T, Katsuki T. Tetrahedron, 1997, 53: 7201-7208
  • 4[4]Schaus S E, Branalt J, Jacobsen E N. J. Org. Chem., 1998, 63: 403-405
  • 5[5]Sigman M S, Jacobsen E N. J. Am. Chem. Soc., 1998, 120: 5315-5316
  • 6[6]Breysse E, Pinel C, Lemaire M. Tetrahedron: Asymmetry, 1998, 9: 897-900
  • 7[7]Tokunaga M, Larrow J F, Kakiuchi F, Jacobsen E N. Science, 1997, 277: 936-938
  • 8[8]Masutani K, Uchida T, Irie R, Katsuki T. Tetrahedron Lett., 2000, 41: 5119-5123
  • 9[9]Srinivasan K, Michaud P, Kochi J K. J. Am. Chem. Soc., 1986, 108: 2309-2320
  • 10[10]Nakajima K, Kojima M, Fujita J. Chem. Lett., 1986: 1483

共引文献16

同被引文献11

引证文献3

二级引证文献5

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