Trialkylamine versus Trialkylphosphine: Catalytic Conjugate Addition of Alcohols to Alkyl Propiolates

Catalytic asymmetric conjugate addition of Grignard reagents to chromones.

A highly regio- and enantioselective copper catalysed direct conjugate addition of Grignard reagents to chromones has been developed taking advantage of the reduced reactivity of the resulting magnesium enolates. This methodology tolerates a broad scope of alkyl Grignards including secondary alkyl magnesium reagents as well as functionalised chromones.

Catalytic conjugate addition of allyl groups to styryl-activated enones.

Transition-metal-catalyzed conjugate addition of organometallics to activated alkenes is an important process.1 Intense research has focused on the utility of copper2 and rhodium catalysts for asymmetric additions,3 and recent efforts have led to the introduction of effective palladium4 catalysts. Each catalyst system exhibits a unique reactivity profile. The rhodium-catalyzed asymmetric conjug...

Nickel-Catalyzed Reductive Conjugate Addition of Primary Alkyl Bromides to Enones To Form Silyl Enol Ethers

Conjugate addition of organometallic reagents to enones to form silyl enol ether products is a versatile method to difunctionalize activated olefins, but the organometallic reagents required can be limiting. The reductive cross-electrophile coupling of unhindered primary alkyl bromides with enones and chlorosilanes to form silyl enol ether products is catalyzed by a nickel-complexed ortho-bromi...

Catalytic asymmetric conjugate addition/oxidative dearomatization towards multifunctional spirocyclic compounds.

Phosphoramidites: marvellous ligands in catalytic asymmetric conjugate addition.

The development of an efficient catalytic system for enantioselective carbon-carbon bond formation by 1,4-addition of organometallic reagents (organolithium, Grignard, and organozinc reagents) to enones is a major challenge in organic synthesis. This Account presents the breakthrough realized in this field using chiral phosphoramidite ligands for copper-catalyzed dialkylzinc additions. Applicat...