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Issue 19, 2015
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Dual stereocontrolled alkylation of aldehydes with polystyrene-supported nickel complexes derived from α-amino amides

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Abstract

Nickel(II) complexes derived from α-amino amide ligands anchored to gel-type and monolithic polymers act as efficient catalysts for the enantioselective addition of dialkylzinc reagents to aldehydes. Similar to the analogous homogeneous systems, dual stereocontrol in addition products can be achieved by controlling the stoichiometry of the immobilized nickel complex. Aromatic and aliphatic aldehydes were alkylated in good yields with enantioselectivities comparable to those obtained with the homogeneous analogues. These polymer-supported catalysts offer significant advantages as no metal leaching is observed and they can be easily recovered from the reaction mixture by simple filtration and reused for subsequent experiments with consistent catalytic activity.

Graphical abstract: Dual stereocontrolled alkylation of aldehydes with polystyrene-supported nickel complexes derived from α-amino amides

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Publication details

The article was received on 27 Nov 2014, accepted on 23 Jan 2015 and first published on 23 Jan 2015


Article type: Paper
DOI: 10.1039/C4RA15341C
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Citation: RSC Adv., 2015,5, 14653-14662

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    Dual stereocontrolled alkylation of aldehydes with polystyrene-supported nickel complexes derived from α-amino amides

    J. Escorihuela, B. Altava, M. I. Burguete and S. V. Luis, RSC Adv., 2015, 5, 14653
    DOI: 10.1039/C4RA15341C

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