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

Preprint
cc-by Logo

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

Supporting Information

Format: PDF Size: 1.3 MB   Download

How to Cite

When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Weinzierl, D.; Waser, M. Beilstein Arch. 2021, 202114. doi:10.3762/bxiv.2021.14.v1

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

OTHER BEILSTEIN-INSTITUT OPEN SCIENCE ACTIVITIES