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手性膦酰胺-Zn(II)配合物衍生的三活化醛与二乙基锌的高对映选择性加成反应。

Highly efficient asymmetric additions of diethylzinc to aldehydes triply activated by chiral phosphoramide-Zn(II) complexes derived from cinchona alkaloids.

机构信息

The Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Chinese Academy of Sciences, Fuzhou, Fujian, China.

出版信息

Chirality. 2013 Sep;25(9):561-6. doi: 10.1002/chir.22171. Epub 2013 Jun 25.

Abstract

New chiral phosphoramide ligands derived from cinchona alkaloids were developed, which react with diethylzinc to form chiral phosphoramide-Zn(II) complexes containing two Lewis bases and one Lewis acid. These trifunctional complexes can serve as highly efficient chiral catalysts for triple activation of enantioselective addition reactions of diethylzinc with aldehydes to give desired alcohol products with excellent yields and enantiomeric excess (ee) values up to 99%.

摘要

开发了来源于金鸡纳生物碱的新型手性膦酰胺配体,其与二乙基锌反应形成含有两个路易斯碱和一个路易斯酸的手性膦酰胺-Zn(II)配合物。这些三功能配合物可用作高效手性催化剂,用于三活化二乙基锌与醛的对映选择性加成反应,以高产率和高达 99%的对映体过量值(ee 值)得到所需的醇产物。

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