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Chiral isothiourea-catalyzed kinetic resolution of 4-hydroxy[2.2]paracyclophane.

ABSTRACT: 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.

SUBMITTER: Weinzierl D

PROVIDER: S-EPMC8042488 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Chiral isothiourea-catalyzed kinetic resolution of 4-hydroxy[2.2]paracyclophane.

Weinzierl David D Waser Mario M

Beilstein journal of organic chemistry 20210408

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 <i>s</i>-factor of 20 and provides a novel entry to obtain this interesting planar chiral motive in an enantioenriched manner. ...[more]

PMID: 33889220

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