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Issue 1, 2003
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Synthesis of novel chiral phosphinocyrhetrenyloxazoline ligands and their application in asymmetric catalysis

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Abstract

Several novel planar chiral phosphinocyrhetrenyloxazolines have been synthesized, and their catalytic activities have been evaluated in a variety of asymmetric catalytic reactions. Preferable effects as compared to their ferrocenyl analogues have been observed in asymmetric allylic amination and asymmetric hydrosilylation, and up to 97% ee and 72% ee were reached, respectively. The Lewis basicity of the phosphorus on the ferrocene and the cyrhetrene, which contributes to their different behavior in catalysis, has been deduced by 31P NMR spectroscopy analysis, as indicated by 1J(77Se–31P) in the corresponding phosphine selenides.

Graphical abstract: Synthesis of novel chiral phosphinocyrhetrenyloxazoline ligands and their application in asymmetric catalysis

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Publication details

The article was received on 27 Aug 2002, accepted on 27 Sep 2002 and first published on 26 Nov 2002


Article type: Paper
DOI: 10.1039/B208345K
Citation: Org. Biomol. Chem., 2003,1, 145-152
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    Synthesis of novel chiral phosphinocyrhetrenyloxazoline ligands and their application in asymmetric catalysis

    C. Bolm, L. Xiao and M. Kesselgruber, Org. Biomol. Chem., 2003, 1, 145
    DOI: 10.1039/B208345K

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