4.7 Article

Improved Synthesis of Enantiopure 4-Hydroxy[2.2]paracyclophane

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 13, Pages 4612-4614

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo100468s

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Funding

  1. Landesgraduiertenforderung Baden-Wurttemberg

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4-Hydroxy[2.2]paracyclophane is readily prepared via an improved synthetic protocol from unsubstituted[2.2]paracyclophane. The key step is a Dakin oxidation of 4-formyl[2.2]paracyclophane. This allows a rapid access to large quantities of the product and an easy synthesis of the enantiopure form.

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