Optically Active Helical Lanthanide Complexes: Storable Chiral Lewis Acidic Catalysts for Enantioselective Diels-Alder Reaction of Siloxydienes

Chem Asian J. 2020 Feb 17;15(4):483-486. doi: 10.1002/asia.201901705. Epub 2020 Jan 22.

Abstract

Lanthanide triflates and a series of hexadentate chiral ligand complexes were synthesized. X-ray-quality crystals were obtained from mixtures of the lanthanide complexes, which were helical in shape. The complexes showed Lewis acidity and catalyzed the enantioselective Diels-Alder reaction of electron-rich siloxydienes. The complexes were stable enough to be stored at ambient temperature on a laboratory bench and retained their Lewis acidity even after a month.

Keywords: Diels-Alder reaction; Lewis acid; asymmetric synthesis; helical structure; lanthanides.