AEROBIC ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY OPTICALLY-ACTIVE SALEN MANGANESE (III) COMPLEXES

被引：69

作者：

YAMADA, T ^{[1
]}

IMAGAWA, K ^{[1
]}

NAGATA, T ^{[1
]}

MUKAIYAMA, T ^{[1
]}

机构：

[1] SCI UNIV TOKYO, FAC SCI, DEPT APPL CHEM, SHINJUKU KU, TOKYO 162, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 08期

关键词：

D O I：

10.1246/bcsj.67.2248

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective epoxidation of unfunctionalized olefins is achieved by the combined use of molecular oxygen and pivalaldehyde in the presence of a catalytic amount of optically active Mn(III)-salen complexes. N-Alkylimidazoles are effective axial ligands to produce optically active epoxides with high enantioselectivities in the present procedure; that is, 1,2-dihydronaphthalene derivatives and 2,2-dialkyl-2H-chromene derivatives are converted into the corresponding optically active epoxides with 60-92% enantiomeric excess. The key intermediates in the present aerobic epoxidation are also discussed.

引用

页码：2248 / 2256

页数：9

共 54 条

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