4.3 Article

Highly enantioselective synthesis of dihydroquinazolinones through Sc(OTf)3-catalyzed intramolecular amidation of imines

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 169, Issue -, Pages 72-77

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2014.11.008

Keywords

Fluorous bis(oxazolines); Dihydroquinazolinone; Intramolecular amidation; Asymmetric catalysis

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A Sc(OTf)(3)-catalyzed intramolecular amidation of imines with a novel fluorous bis(oxazolines) as ligand is presented. The corresponding chiral dihydroquinazolinones were obtained in 76-94% yield with enantioselectivities up to 98%. The fluorous ligand can be easily recovered and reused at least three times without significant loss of enantioselectivity. (C) 2014 Elsevier B.V. All rights reserved.

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