期刊文献+

用手性配体改性铝锂试剂对芳香酮的还原 被引量:1

Asymmetric Reduction of Aliphatic Ketone by 1,2,5,6 Diisopropylidenemannitol Modified Lithium Aluminum Hydride Reagents
下载PDF
导出
摘要 用手性一元醇作辅助配体,与 1,2,5,6二丙酮甘露醇共同修饰 Li Al H4 对芳香酮进行对映选择还原,得到光学活性产物 8 个。通过与 α乙酰氧基 L丙酰氯生成非对映异构体酯,经气相 色谱分析,芳酮的光学产率为 23.3% ~71.2% 。初步探讨了配体之间对称性匹配 的情况。 Lithium aluminum hydride modified with 1,2,5,6 diisopropylidenemannitol and other chiral alcohols was applied to reduce aromatic ketones to yield the corresponding optically active alcohols which were converted to their diastereoisomers with actyl L propionyl chloride. Gas chromatography quantitative analysis showed that the opticalyields of asymmetric reduction of aromatic ketone fell between 23.3% ~71.2%. The effect of the symmetrical matchness of ligands had also been studied.
出处 《合成化学》 CAS CSCD 1999年第3期226-228,共3页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金 国家教委博士点基金
关键词 还原 改性 铝锂试剂 手性醇 不对称还原 芳香酮 Modification, Chiral alcohol, Asymmetric reduction, Diastereoisomer.
  • 相关文献

参考文献4

二级参考文献4

共引文献3

同被引文献39

  • 1Kawanami Y, Murao S, Ohga T, et al. Practical enantioselective reduction of ketones using oxazaborolidine catalyst generated in situ from lactam alcohol and borane[J]. Tetrahedron,2003,59(42):8411-8414. 被引量:1
  • 2Zhang Y, Du D, Chen X, et al. Enantiospecific synthesis of pyridinylmethyl pyrrolidine-methanols and catalytic asymmetric borane reduction of prochiral ketones [J]. Tetrahedron Asymmetry,2004,15 (1) : 177-182. 被引量:1
  • 3Li X, Yeung C, Chan A S C, et al. New 1,3-amino alcohols derived from ketopinie acid and their application in catalytic enantioseleetive reduction of prochiral ketones [J]. Tetrahedron Asymmetry,1999,10(4):759-763. 被引量:1
  • 4Santhi V, Rao J M. Asymmetric reduction of prochiral ketones using in situ generated oxazaborolidines derived from amino alcohols of( 1R )-camphor as catalysts [J]. Tetrahedron Asymmetry, 2000,11(17) :3553-3560. 被引量:1
  • 5Corey E J, Bakshi R K, Shibata S, et al. A stable and easily prepared catalyst for the enantioselective reduction of ketones: application to multistep synthesis[J]. J Am Chem Soc,1987,109(25):7925-7926. 被引量:1
  • 6Jiang B, Feng Y, Zheng J. Highly enantioselective reduction of achiral ketones with NaBH4/Me3SiC1 catalyzed by (S)-α, α-diphenylpyrrolidinemethanol[J]. Tetrahedron Letters, 2000,41 (52): 10281-10283. 被引量:1
  • 7Kanth J V B, Brown H C. A new catalytic enantioselective reducing reagent system from -α,α-diphenylpyrrolidinemet hanoi and 9-borabicyclo nonane especially effective for hindered and substituted aralkylketones[J].Tetrahedron, 2002,58(6): 1069-1074. 被引量:1
  • 8Salunkhe A M, Burkhard E R. Highly enantioselective reduction of prochiral ketones with N, N-diethylaniline borane (DEANB) in oxazaborolidine catalyzed reductions [J].Tetrahedron Letters, 1997, 38(9):1 523-1 526. 被引量:1
  • 9Huertas R E, Corella J A, Soderquist J A.Asymmetric oxazaborolidine-catalyzed reduction of prochiral ketones with N-tert butyl-N-trimethylsilylamine-borarte [J]. Tetrahedron Letters, 2003, 44(24):4 435-4 437. 被引量:1
  • 10Xu J, Su X, Zhang Q. Preparation of highly enantiomerically pure linear secondary alcohols via asymmetric reduction of prochiral ketones with borane[J]. Tetrahedron Asymmetry, 2003,14(13) :1781-1786. 被引量:1

引证文献1

二级引证文献1

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