Abstract
Moderate diastereoselectivity is observed in the reaction of cyclopentadiene with dimethyl maleate and optically active dimenthyl fumarate in LiClO 4 /diethyl ether. Moderate regioselectivity is also seen in the reaction of isoprene and methyl acrylate in the same medium. NMR experiments and MNDO calculations, in conjunction with published work on Li + in the gas phase, demonstrate that the strong, intrinsic Lewis acidity of Li + is moderated in ether by complexation to the solvent and the counterion
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