The Electronic Effect of Ligands on Stereoselectivity in the Rhodium(I)-Catalyzed Asymmetric Pauson-Khand-Type Reaction under a Carbon Monoxide Atmosphere

Abstract

Based on the proposed mechanism, the electronic effects of various ligands on the stereoselectivity and reaction rate of the rhodium(I)-catalyzed asymmetric Pauson-Khand-type reaction were examined. We demonstrated that both the reaction rate and the enantioselectivity are significantly dependent on the electron density of the ligands; when ligands bearing deshielded phosphine were utilized, the reaction rate was slower, but the products were obtained with improved enantioselectivity.

Key words

Pauson-Khand reaction - asymmetric catalysts - atrop­isomeric ligands - BINAP ligands - electronic effects

References

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