On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts

被引:34
作者
Braddock, DC [1 ]
Wildsmith, AJ [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
关键词
Grubbs' catalyst; palladium(0); tricyclohexylphosphine; metathesis; allylic isomerisation;
D O I
10.1016/S0040-4039(01)00405-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Attempted tandem allylic acetate isomerisation and ring-closing metathesis using combinations of palladium(0)/Grubbs' catalyst/PPh3 led to either allylic isomerisation or ring-closing metathesis but not both in tandem. The effect was traced to deactivation of Grubbs' catalyst by added PPh3 and poisoning of the Pd(0) by the necessarily released PCy3 (Cy=cyclohexyl) from Grubbs' catalyst. Successful tandem isomerisation/ring-closing metathesis was achieved by the use of palladium(0)/PPh3 systems in conjunction with a PCy3 free olefin metathesis catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3239 / 3242
页数:4
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