Chiral Isothiourea-Catalyzed Kinetic Resolution of 4-Hydroxy[2.2]paracyclophane
Submitting author affiliation: Johannes Kepler University Linz, Linz, Austria
Beilstein Arch. 2021, 202114. https://doi.org/10.3762/bxiv.2021.14.v1
Published 25 Feb 2021
Read the peer-reviewed version of this preprint: https://doi.org/10.3762/bjoc.17.68
Abstract
We herein report a method for the kinetic resolution of racemic 4-hydroxy[2.2]paracyclophane by means of an chiral isothiourea-catalyzed acylation with isobutyric anhydride. This protocol allows for a reasonable synthetically useful s-factor of 20 and provides a novel entry to obtain this interesting planar chiral motive in an enantioenriched manner.
Keywords: Kinetic resolution; paracyclophanes; planar chirality; nucleophilic catalysis; acylation
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Weinzierl, D.; Waser, M. Beilstein Arch. 2021, 202114. doi:10.3762/bxiv.2021.14.v1
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