Issue 8, 2012

Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate

Abstract

Development of a calcium-mediated regioselective 1,2-reduction of challenging α,β-unsaturated ketones, such as 2-cyclopententone, is reported. The corresponding allylic alcohols are obtained in very good regioselectivities using Ca(OTf)2 and NaBH4. Furthermore, we have shown that our method can stereoselectively reduce aziridinyl ketones.

Graphical abstract: Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate

Supplementary files

Article information

Article type
Communication
Submitted
21 Apr 2012
Accepted
21 May 2012
First published
23 May 2012

Green Chem., 2012,14, 2129-2132

Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate

N. V. Forkel, D. A. Henderson and M. J. Fuchter, Green Chem., 2012, 14, 2129 DOI: 10.1039/C2GC35619H

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