Scandium perfluoroalkanesulfonate-catalyzed Diels-Alder reactions proceeded
smoothly in dry dichloromethane in the presence of molecular sieves (MS) 5
Angstrom. It was found that water interfered with the reactions, contrary
to most rare earth-catalyzed reactions that proceed smoothly in aqueous med
ia. Among scandium perfluoroalkanesulfonates tested, scandium triflate (Sc(
OTf)(3)), scandium pentafluoroethanesulfonate (Sc(OSO2C2F5)(3)), and scandi
um nonafluorobutanesulfonate (Sc(OSO2C4F9)(3)) gave the highest yields and
selectivities. (C) 2001 Elsevier Science B.V. All rights reserved.