Ruthenium-catalyzed epoxidation of unfunctionalized olefins with tert-butyl hydroperoxide.

被引:29
作者
Barf, GA [1 ]
vandenHoek, D [1 ]
Sheldon, RA [1 ]
机构
[1] DELFT UNIV TECHNOL,DEPT ORGAN CHEM & CATALYSIS,NL-2628 BL DELFT,NETHERLANDS
关键词
D O I
10.1016/0040-4020(96)00778-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of unfunctionalized aromatic and aliphatic olefins was tested in ruthenium-catalyzed epoxidation with tert-butyl hydroperoxide as the external oxidant. The effect of reaction without ligands and with two different type of ligands was investigated. Olefins containing terminal double bonds afforded low epoxide selectivities, whereas secondary and tertiary olefins afforded up to 80% selectivity for the epoxide. A mechanism for the ruthenium-catalyzed epoxidation with tert-butyl hydroperoxide is proposed. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:12971 / 12978
页数:8
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