Scandium perfluoroalkanesulfonate-catalyzed Diels-Alder reactions in an organic solvent

Citation
S. Kobayashi et al., Scandium perfluoroalkanesulfonate-catalyzed Diels-Alder reactions in an organic solvent, J ORGMET CH, 624(1-2), 2001, pp. 392-394
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
624
Issue
1-2
Year of publication
2001
Pages
392 - 394
Database
ISI
SICI code
0022-328X(20010401)624:1-2<392:SPDRIA>2.0.ZU;2-8
Abstract
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.