Improved Synthesis of Enantiopure 4-Hydroxy[2.2]paracyclophane

Improved Synthesis of Enantiopure 4-Hydroxy[2.2]paracyclophane

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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Veröffentlicht in:Journal of organic chemistry 2010-07, Vol.75 (13), p.4612-4614
Hauptverfasser: Friedmann, Christian J, Ay, Sefer, Bräse, Stefan
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo100468s