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Issue 11, 2018
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Tailored trisubstituted chiral CpxRhIII catalysts for kinetic resolutions of phosphinic amides

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Abstract

A trisubstituted chiral Cpx ligand family is introduced. Based on the disubstituted atropchiral Cpx ligand scaffold, the introduction of a bulky third substituent at the central position of the Cp ring leads to substantially increased selectivities for rhodium(III)-catalyzed kinetic resolutions and allowed for s-factors of up to 50. Their superiority is demonstrated by kinetic resolutions of phosphinic amides providing access to compounds with stereogenic phosphorus(V) atoms. The unreacted acyclic phosphinic amide and the cyclized product are both obtained in good yields and enantioselectivities. The ligand synthesis capitalizes on a late stage modification and expands the accessible ligand Cpx ligand portfolio.

Graphical abstract: Tailored trisubstituted chiral CpxRhIII catalysts for kinetic resolutions of phosphinic amides

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Publication details

The article was received on 21 Dec 2017, accepted on 03 Feb 2018 and first published on 05 Feb 2018


Article type: Edge Article
DOI: 10.1039/C7SC05411D
Citation: Chem. Sci., 2018,9, 2981-2985
  • Open access: Creative Commons BY-NC license
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    Tailored trisubstituted chiral CpxRhIII catalysts for kinetic resolutions of phosphinic amides

    Y. Sun and N. Cramer, Chem. Sci., 2018, 9, 2981
    DOI: 10.1039/C7SC05411D

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