Macrocyclic ferrocenyl-bisimidazoline palladacycle dimers as highly active and enantioselective catalysts for the aza-claisen rearrangement of Z-configured N-para-methoxyphenyl trifluoroacetimidates

被引:98
作者
Jautze, Sascha [1 ]
Seiler, Paul [1 ]
Peters, Rene [1 ]
机构
[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
aza-Claisen rearrangement; cyclopalladation; ferrocenes; imidazoline ligands; Overman rearrangement;
D O I
10.1002/anie.200603568
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) In just four steps from ferrocene, macrocyclic ferrocenyl bispalladacyles have been synthesized by using a diastereoselective biscyclopalladation reaction as the key step. The complexes not only possess a fascinating structure but are also the first highly active catalysts for the title reaction (see scheme), requiring as little as 0.1 mol% of catalyst for most of the substrates. Ts = toluene-4-sulfonyl. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1260 / 1264
页数:5
相关论文
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  • [22] Practical, highly active, and enantioselective ferrocenyl-imidazoline palladacycle catalysts (FIPs) for the aza-claisen rearrangement of N-para-methoxyphenyl trifluoroacetimidates
    Weiss, Matthias E.
    Fischer, Daniel F.
    Xin, Zhuo-Qun
    Jautze, Sascha
    Schweizer, W. Bernd
    Peters, Ren
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (34) : 5694 - 5698