CATALYTIC AND ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED ALKENES WITH HYDROGEN-PEROXIDE AND (SALEN)MN(III) COMPLEXES

被引：90
|
作者：
PIETIKAINEN, P
机构：
[1] Department of Chemistry, University of Helsinki, FIN-00014
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 06期
关键词：
D O I：
10.1016/S0040-4039(00)76006-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Catalytic epoxidation of two unfunctionalized alkenes, 1,2-dihydronaphthalene and trans-beta-methylstyrene, is reported using achiral and chiral (Salen)Mn(III) complexes 1-3 together with a nitrogen heterocycle as axial ligand in the presence of 30% aqueous hydrogen peroxide as oxidant. Typically, the reaction system consisted of the substrate, oxidant, ligand, and salen in a ratio of 1:2-3.5:0.4:0.025-0.05. The best ligands were imidazole and N-methyl imidazole. The highest ee-values obtained were 60% for 1,2-dihydronaphthalene oxide and 47% for trans-beta-methylstyrene oxide.
引用
收藏
页码：941 / 944
页数：4
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