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CuCl<sub>2</sub>-catalyzed highly stereoselective and chemoselective reduction of alkynyl amides into α,β-unsaturated amides using silanes as hydrogen donors

Lingfei Duan, Kai Jiang, Hua Zhu, Biaolin Yin

2020Organic & Biomolecular Chemistry18 citationsDOI

Abstract

A CuH-catalyzed Z-selective partial reduction of alkynyl amides to afford α,β-unsaturated amides using silane as the hydrogen donor is developed. This reaction is carried out under mild conditions and able to accommodate a broad scope of alkynyl amides including those bearing a terminal carbon-carbon double bond or triple bond, affording alkenyl amides with high stereoselectivity and excellent yields.

Topics & Concepts

SilanesStereoselectivityCatalysisChemistryHydrogenReduction (mathematics)Organic chemistryMedicinal chemistrySilaneMathematicsGeometryAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisOrganoboron and organosilicon chemistry
CuCl<sub>2</sub>-catalyzed highly stereoselective and chemoselective reduction of alkynyl amides into α,β-unsaturated amides using silanes as hydrogen donors | Litcius