An Examination of VANOL, VAPOL, and VAPOL Derivatives as Ligands for Asymmetric Catalytic Diels—Alder Reactions.

Abstract

The new VAPOL derivatives (Ia)-(Id) are prepared and evaluated as chiral ligands for aluminum Lewis acids in the asymmetric Diels-Alder reactions of cyclopentadiene with methacrolein or methyl acrylate. They give significantly lower asymmetric inductions than the previously investigated unsubstituted VAPOL ligand (Ie). -(HELLER, D. P.; GOLDBERG, D. R.; WU, H.; WULFF*, W. D.; Can.