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用手性醇改性的铝锂试剂对芳酮的不对称还原 被引量:2

Asymmetric Reduction of Aromatic Ketone by Lithium Aluminum Hydride Modified with Chiral Alcohol
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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 %.
出处 《西南师范大学学报(自然科学版)》 CAS CSCD 北大核心 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.
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 lithium aluminum hydride modification asymmetric reduction optical activity diastereoisomers
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