Facile lewis acid catalyzed synthesis of C(4) symmetric resorcinarenes

McIldowie, Mocerino, Skelton, White

Index: Org. Lett. 2(24) , 3869-71, (2000)

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Abstract

The Lewis acid catalyzed condensation of 3-methoxyphenol with octanal produced the C(4) symmetric calix[4]resorcinarene 2, in high yield. Of the numerous stereo- and regioisomers possible, the rccc isomer with C(4) symmetry was the only product isolated (as a racemate). The structure has been established by single-crystal X-ray structure analysis.