Temperature-dependent isomerisation versus net fragmentation of secondary allylic alcohols with Grubbs' catalyst

被引:63
作者
Gurjar, MK [1 ]
Yakambram, P [1 ]
机构
[1] Natl Chem Lab, Pune 411008, Maharashtra, India
关键词
D O I
10.1016/S0040-4039(01)00449-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Secondary allylic alcohols with 10 mol% of Grubbs catalyst in refluxing toluene/1,2-dichloroethane undergo isomerisation to ethyl ketones whereas with 100 mol% of Grubbs catalyst at room temperature, a net fragmentation reaction with the loss of a carbon atom occurs, to provide a methyl ketone. Probable mechanisms are described. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3633 / 3636
页数:4
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