CHANGES OF ENANTIOSELECTIVITY WITH THE SUBSTRATE RATIO FOR THE ADDITION OF DIETHYLZINC TO ALDEHYDES USING A CATALYST COUPLED TO A SOLUBLE POLYMER

被引：23

作者：

DREISBACH, C ^{[1
]}

WISCHNEWSKI, G ^{[1
]}

KRAGL, U ^{[1
]}

WANDREY, C ^{[1
]}

机构：

[1] FORSCHUNGSZENTRUM JULICH, FORSCHUNGSZENTRUM, INST BIOTECHNOL, D-52425 JULICH, GERMANY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 07期

关键词：

D O I：

10.1039/p19950000875

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha,alpha-Diphenyl-L-prolinol, when coupled to a polymer soluble in organic solvents, gives surprising results for the addition of diethylzinc to aldehydes, For benzaldehyde, the enantiomeric excess strongly depends on the initial substrate ratio: an excess of diethylzinc yields (S)-1-phenylpropanol with up to 80%, ee, while an excess of benzaldehyde leads to the (R)-1-phenylpropanol with up to 50%, ee. The kinetic properties of the catalyst and the results with other aldehydes are also described. The polymer 1 is a copolymer of octadecyl methacrylate and 2-hydroxyethyl methacrylate.

引用

页码：875 / 878

页数：4

共 12 条

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