用手性醇改性的铝锂试剂对芳酮的不对称还原  

Asymmetric Reduction of Aromatic Ketone by Lithium Aluminum Hydride Modified with Chiral Alcohol

作　　者：杨晓兰[1] 尹承烈[2] 

机构地区：[1]重庆医科大学基础医学院,重庆400016 [2]北京师范大学化学系,北京100875

出　　处：《西南师范大学学报（自然科学版）》2003年第2期243-246,共4页Journal of Southwest China Normal University(Natural Science Edition)

基　　金：国家自然科学基金资助项目(29372038);国家教委博士点基金资助课题.

摘　　要：为开发新型手性铝锂试剂,探讨双不对称诱导效应,选用含杂原子的光学活性氨基醇为辅助配体,与1,2,5,6 二丙酮甘露醇共同修饰LiAlH4,对潜手性芳酮进行不对称还原,得到光学活性醇;通过与α D 乙酰氧基 L 丙酰氯生成非对映异构体酯,经气相色谱分析,对映体过量在43 6%～77 7%之间。结果表明辅助配体的绝对构型、空间位阻、β位杂原子对光学产率均有影响。Lithium aluminum hydrides modified with 1,2,5,6diisopropylidene mannitol and βdialkylaminoalcohol were used to reduce acetophenone or propiophenone to yied corresponding optically active alcohol which were converted to diastereoisomers with αacetylLpropionyl chloride. Gas chromatog, analysis showed that the optical yieds of asymmetric reductions fell between 43.6%-77.7 %.

关 键 词：芳酮 不对称还原 铝锂试剂 手性醇 双不对称诱导效应 光学活性 非对映异构体 

分 类 号：O625.42[理学—有机化学] O621.254.2[理学—化学]