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Issue 8, 2012
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Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate

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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

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Publication details

The article was received on 21 Apr 2012, accepted on 21 May 2012 and first published on 23 May 2012


Article type: Communication
DOI: 10.1039/C2GC35619H
Citation: Green Chem., 2012,14, 2129-2132
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    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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