NiH-catalyzed asymmetric hydroalkynylation of α,β-unsaturated amides

Abstract

An enantioselective NiH-catalyzed hydroalkynylation of α,β-unsaturated amides is reported. A wide range of α,β-unsaturated amides and bromoalkynes are suitable substrates for this reaction, which proceeds under mild conditions, allowing access to a variety of enantioenriched chiral β-alkynyl amides. β,γ-Unsaturated amides can also be used as substrates and undergo the β-selective hydroalkynylation with a slightly lower enantiomeric excess.

Keywords

• Alkenes
• Alkynylation
• Asymmetric catalysis
• Nickel
• Nickel-hydride