Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 17, Issue -, Pages 800-804Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.17.68
Keywords
acylation; kinetic resolution; nucleophilic catalysis; paracyclophanes; planar chirality
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Funding
- Austrian Science Funds (FWF) [P31784]
- European Union through the EFRE INTERREG IV ETC-AT-CZ program [M00146]
- Austrian Science Fund (FWF) [P31784] Funding Source: Austrian Science Fund (FWF)
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This study presents a method for the kinetic resolution of racemic 4-hydroxy[2.2]paracyclophane through a chiral isothiourea-catalyzed acylation reaction, which allows for a synthetically useful s-factor of 20 and provides a novel entry to obtain this interesting planar chiral motive in an enantioenriched manner.
We herein report a method for the kinetic resolution of racemic 4-hydroxy[2.2]paracyclophane by means of a 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.
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