Abstract

Abstract The TiCl4 or SnCl4 mediated Diels-Alder reaction of cyclopentadiene and chiral acryloyl ester derived from chiral cyclitols proceeded with excellent diastereoselectivity in Et2O via re-face attack of the acrylates. In contrast, interesting changeover of the diastereofacial selectivity was observed by use of toluene or hexane as a solvent to afford the cycloadducts derived from si-face attack of the acrylates.

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