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Copper hydride derived from CuF(PPh3)3·2MeOH-bis[(2-diphenylphosphino)phenyl] ethersilane can reduce electron-deficient olefins selectively and efficiently.

Intramolecular conjugate reduction-aldol addition reactions of β'-oxoalkyl α,β-unsaturated carboxylates were performed in the presence of copper catalysts generated in situ from copper salts, phosphine ligands and silanes. Moderate to good yields and high diastereoselectivities were obtained in 15 min to 3 h using bis[(2-diphenylphosphino)phenyl] ether as the ligand.

3-Alkyl-2-alkyliminooxazolidin-4-ones were prepared from a copper-catalyzed domino intermolecular nucleophilic addition of α-hydroxy-(or mecapto) carboxylic acid ester to carbodiimide and a followed nucleophilic substitution of the formed amino group to carboxylic acid ester. The reactions could be performed under convenient conditions and good yields were achieved in most cases.

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