Epoxidation of chiral electron-deficient alkenes with basic heterogeneous catalysts

被引：20

作者：

Fraile, JM ^{[1
]}

García, JI ^{[1
]}

Marco, D ^{[1
]}

Mayoral, JA ^{[1
]}

机构：

[1] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Fac Ciencias,Dept Quim Organ, E-50009 Zaragoza, Spain

来源：

APPLIED CATALYSIS A-GENERAL | 2001年 / 207卷 / 1-2期

关键词：

diastereoselective epoxidation; hydrotalcite; potassium fluoride an alumina; electron-deficient alkenes;

D O I：

10.1016/S0926-860X(00)00626-8

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Two chiral alkenes derived from D-glyceraldehyde, bearing different electron-withdrawing groups, were transformed into their corresponding epoxides using two different heterogeneous systems, TBHP+KF/alumina and H2O2+hydrotalcite. The system TBHP+KF/alumina was more efficient and selective, leading up to 50% diastereomeric excess (de) and has the advantage of an easy work-up. The system H2O2+hydrotalcite is an efficient, simple and completely selective method for the nitrile hydrolysis in the presence of other hydrolyzable groups, such as epoxide or ester. (C) 2001 Elsevier Science B.V, All rights reserved.

引用

页码：239 / 246

页数：8

共 23 条

[1]

BACH RD, 1995, ENCY REAGENTS ORGANI, V5, P3944

[2]

Boyer B, 1996, NEW J CHEM, V20, P985

[3] EFFECTS OF ADDITIONAL STEREOGENIC CENTERS AND CATION IN THE NUCLEOPHILIC EPOXIDATION OF VINYLSULFOXIMINES WITH METAL ALKYLPEROXIDES [J].