Mild and Selective Et<sub>2</sub>Zn-Catalyzed Reduction of Tertiary Amides under Hydrosilylation Conditions

Oleksandr O. Kovalenko, Alexey Volkov, Hans Adolfsson

Organic Letters · 2015 · 70 citations · 32 references

Concepts

Abstract

Diethylzinc (Et2Zn) can be used as an efficient and chemoselective catalyst for the reduction of tertiary amides under mild reaction conditions employing cost-effective polymeric silane (PMHS) as the hydride source. Crucial for the catalytic activity was the addition of a substoichiometric amount of lithium chloride to the reaction mixture. A series of amides containing different additional functional groups were reduced to their corresponding amines, and the products were isolated in good-to-excellent yields.

References

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