Azacalix[4]arene tetramethyl ether with inherent chirality generated by substitution on the nitrogen bridges

作者：Ishibashi Koichi; Tsue Hirohito^*; Takahashi Hiroki; Tamura Rui

来源：Tetrahedron: Asymmetry , 2009, 20(3): 375-380.

DOI：10.1016/j.tetasy.2009.01.017

The first inherently chiral azacalix[4]arene has been prepared by introducing three benzyl groups onto the nitrogen bridges. The highly enantioenriched compound was easily obtained via a moderately enantioselective cyclization followed by a simple crystallization procedure. NMR and X-ray crystallographic studies revealed that easy access to the enantiomer was permitted by the non-racemizable 1,3-alternate conformation in solution, up to 110 degrees C, as well as by the preferential crystallization of a racemic compound.

• 出版日期2009-2-26