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Chiral resolution of alcohols by extractive separation of acetals

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Abstract

A new class of enantiomerically pure lactols is presented that react with rac-alkylarylcarbinols in high diastereoselectivity and can be used for the extractive racemate resolution of alkylarylcarbinols.

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Acknowledgments

The work was supported to a large degree by the Christian Doppler Forschungsgesellschaft. Significant parts of the work were performed within the Christian Doppler Laboratorium für Chirale Verbindungen: Chemische Synthese, first at the Institut für Organische Chemie der Technischen Universität Wien, later at the Institut für Pharmazeutische Chemie der Universität Frankfurt and the Department of Medicinal Chemistry, University of Vienna. The authors also thank Produkem Molekulares Design GmbH, Vienna, for supply of starting material.

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Author notes

  1. Günter Gmeiner

    Present address: Seibersdorf research GmbH, Seibersdorf, Austria

Authors and Affiliations

  1. Department of Medicinal Chemistry, University of Vienna, Althanstraße 14, A-1090, Vienna, Austria

    Keramatollah Mehraban, Ernst Urban, Simon Eppacher & Christian R. Noe

  2. Institute of Applied Synthetic Chemistry, Technical University of Vienna, Getreidemarkt 9, A-1060, Vienna, Austria

    Günter Gmeiner & Peter Gärtner

Authors
  1. Keramatollah Mehraban
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  2. Günter Gmeiner
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  3. Ernst Urban
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  4. Peter Gärtner
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  5. Simon Eppacher
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  6. Christian R. Noe
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Corresponding author

Correspondence to Christian R. Noe.

Additional information

This publication is dedicated to Simon Eppacher, who died tragically during the preparation of this manuscript.

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Mehraban, K., Gmeiner, G., Urban, E. et al. Chiral resolution of alcohols by extractive separation of acetals. Monatsh Chem 145, 1631–1641 (2014). https://doi.org/10.1007/s00706-013-1139-8

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  • DOI: https://doi.org/10.1007/s00706-013-1139-8

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