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Improved synthesis of enantiopure 4-hydroxy[2.2]paracyclophane. 2010

Christian J Friedmann, and Sefer Ay, and Stefan Bräse
Institute of Organic Chemistry, Karlsruhe Institute of Technology, Fritz-Haber-Weg 6, D-76131 Karlsruhe, Germany.

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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