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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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Article information


Submitted
27 Aug 2002
Accepted
27 Sep 2002
First published
26 Nov 2002

Org. Biomol. Chem., 2003,1, 145-152
Article type
Paper

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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