1308650-70-5

Upstream product

• 1746-23-2 4-tert-Butylstyrene 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 1560-56-1 (methyl-d3)triphenylphosphonium iodide 
• 772-38-3 4-tert-Butylphenylacetylene 

Relevant academic research and scientific papers

Stereoselective Functionalization of Racemic Cyclopropylzinc Reagents via Enantiodivergent Relay Coupling

Efficient construction of optically pure molecules from readily available starting materials in a simple manner is an ongoing goal in asymmetric synthesis. As a straightforward route, transition-metal-catalyzed enantioconvergent coupling between widely available secondary alkyl electrophiles and organometallic nucleophiles has emerged as a powerful strategy to construct chiral center(s). However, the scope of racemic secondary alkylmetallic nucleophiles for this coupling remains limited in specific substrates because of the difficulties in stereoselective formation of the key alkylmetal intermediates. Here, we report an enantiodivergent strategy to efficiently achieve an array of synthetically useful chiral cyclopropanes, including chiral fluoroalkylated cyclopropanes and enantiomerically enriched cyclopropanes with chiral side chains, from racemic cyclopropylzinc reagents. This strategy relies on a one-pot, two-step enantiodivergent relay coupling process of the racemic cis-cyclopropylzinc reagents with two different electrophiles, which involves kinetic resolution of racemic cis-cyclopropylzinc reagents through a nickel-catalyzed enantioselective coupling with alkyl electrophiles, followed by a stereospecific relay coupling of the remaining enantiomeric cyclopropylzinc reagent with various electrophiles, to produce two types of functionalized chiral cyclopropanes with opposite configurations on the cyclopropane ring. These chiral cyclopropanes are versatile synthons for diverse transformations, rendering this strategy effective for obtaining structurally diversified molecules of medicinal interest.

Rhodium(i)-catalyzed mono-selective C-H alkylation of benzenesulfonamides with terminal alkenes

The Rh(i)-catalyzed ortho-alkylation of benzenesulfonamides with alkenes with the aid of an 8-aminoquinoline directing group is reported. The reaction is applicable to a variety of benzenesulfonamide derivatives and various alkenes. Curiously, unactivated

Pd-Catalyzed Regioselective Arylboration of Vinylarenes

A palladium-catalyzed 1,2-arylboration of vinylarenes with aryldiazonium tetrafluoroborates and bis(pinacolato)diboron has been disclosed. It is reported for the first time that styrene derivatives can be successfully employed as good substrates for 1,2-arylboration of alkenes. Mechanistic studies suggest that no Pd-H reinsertion occurred under our standard conditions, which is the key for the success of this transformation.

Synthesis of 1,1,1-Tris(boronates) from Vinylarenes by Co-Catalyzed Dehydrogenative Borylations-Hydroboration

The selective preparation of 1,1,1-tris(boronates) from vinylarenes and bis(pinacolato)diboron is described. The reactions occur at ambient temperature with excellent selectivity, high yields, and good functional group tolerance. Mechanistic studies suggest that Co(I)-catalyzed double dehydrogenative borylations generate a 1,1-diborylalkene intermediate, which undergoes hydroboration with pinacolborane formed in situ to yield 1,1,1-tris(boronate).

Mild and selective H/D exchange at the β position of aromatic α-olefins by N-heterocyclic carbene-hydride-rhodium catalysts

Pacman bites selectively! Stable rhodium(III)-N-heterocyclic carbene-hydride complexes (Pacman-like catalysts) are highly active and selective catalysts for H/D exchange at the β position of aromatic α-olefins (see picture). The interplay between bulky N-