Asymmetric epoxidation of α,β-unsaturated ketones catalyzed by chiral polybinaphthyl zinc complexes:: Greatly enhanced enantioselectivity by a cooperation of the catalytic sites in a polymer chain

被引：88

作者：

Yu, HB ^{[1
]}

Zheng, XF ^{[1
]}

Lin, ZM ^{[1
]}

Hu, QS ^{[1
]}

Huang, WS ^{[1
]}

Pu, L ^{[1
]}

机构：

[1] Univ Virginia, Dept Chem, Charlottesville, VA 22901 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 22期

关键词：

D O I：

10.1021/jo990749w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polybinaphthyl zinc catalysts have been developed for the asymmetric epoxidation of alpha,beta-unsaturated ketones in the presence of tert-butyl hydroperoxide. Up to 81% ee has been achieved for the epoxidation of alpha,beta-unsaturated ketones containing beta-aliphatic substituents by using a binaphthyl polymer combined with diethylzinc. A very interesting positive cooperative effect of the catalytic sites in the polymer chain is observed which leads to greatly increased enantioselectivity over the corresponding monomer ligands.

引用

收藏

页码：8149 / 8155

页数：7

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