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Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation

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Abstract

Starting from easily available chiral pool amino alcohols, a set of novel chiral ONN ligands was synthesized and their catalytic potential was examined in asymmetric alkylation. Ligands with a secondary central NH group and N-methylated ONN ligands were successfully applied as catalysts in the addition of diethyl zinc to various aromatic aldehydes, yielding secondary alcohols in excellent yields of up to 99 % ee.

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Acknowledgments

Financial support by the Hochschuljubiläumsstiftung der Stadt Wien is gratefully acknowledged. This research was partly funded by the fFORTE WIT-Women in Technology Program of the Vienna University of Technology. This program is co-financed by the Vienna University of Technology, the Austrian Federal Ministry for Science and Research, and the fFORTE Initiative of the Austrian Government.

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Authors and Affiliations

  1. Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163, 1060, Vienna, Austria

    Katharina Bica, Sonja Leder & Peter Gaertner

  2. Institute for Chemical Technologies and Analytics, Vienna University of Technology, Vienna, Austria

    Kurt Mereiter

Authors
  1. Katharina Bica
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  2. Sonja Leder
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  3. Kurt Mereiter
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  4. Peter Gaertner
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Corresponding authors

Correspondence to Katharina Bica or Peter Gaertner.

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Bica, K., Leder, S., Mereiter, K. et al. Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation. Monatsh Chem 144, 447–453 (2013). https://doi.org/10.1007/s00706-012-0900-8

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  • DOI: https://doi.org/10.1007/s00706-012-0900-8

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