69492-31-5

Upstream product

• 119-61-9 benzophenone 
• 17314-40-8 3-Methyl-2-butenyl-trimethylstannane 
• 58335-10-7 3-Methyl-2-butenylzinc bromide 
• 870-63-3 prenyl bromide 
• 503-60-6 3,3-dimethyl-allyl chloride 

Downstream Products

• 1423078-84-5 C₁₈H₂₀O₂ 

Relevant academic research and scientific papers

Photocatalytic Barbier reaction-visible-light induced allylation and benzylation of aldehydes and ketones

We report a photocatalytic version of the Barbier type reaction using readily available allyl or benzyl bromides and aromatic aldehydes or ketones as starting materials to generate allylic or benzylic alcohols. The reaction proceeds at room temperature under visible light irradiation with the organic dye 3,7-di(4-biphenyl)1-naphthalene-10-phenoxazine as a photocatalyst and DIPEA as sacrificial electron donor. The proposed cross-coupling mechanism of a ketyl- and an allyl or benzyl radical is supported by spectroscopic investigations and cyclic voltammetry measurements.

Highly α-regioselective neodymium-mediated allylation of diaryl ketones

The first utility of neodymium as a mediating-metal in the highly α-regioselective Barbier reaction of diaryl ketones with allyl halides is reported in this paper. This reaction was conveniently carried out under mild conditions in a one-pot fashion with

α-Regioselective Barbier Reaction of Carbonyl Compounds and Allyl Halides Mediated by Praseodymium

The first utility of praseodymium as a mediating metal in the Barbier reaction of carbonyl compounds with allyl halides was reported in this paper. In contrast to the traditional metal-mediated or catalyzed Barbier reactions, exclusive α-adducts were obta

Enantioselective Pd(ii)-Pd(iv) catalysis utilizing a SPRIX ligand: Efficient construction of chiral 3-oxy-tetrahydrofurans

Novel enantioselective catalysis involving a Pd(ii)-Pd(iv) cycle was developed by utilizing a SPRIX ligand. Treatment of alkenyl alcohols with a catalytic amount of Pd-SPRIX and TfOH in the presence of PhI(OAc)2 gave optically active 3-oxy-tetr

α-Regioselective construction of gem-bisprenyl structures via zinc-mediated prenylation of esters in THF

The in situ generated prenylzinc reagent from the reaction of zinc with prenyl bromide has been shown to undergo a new type of α-regioselective addition reaction with a wide range of esters that affords gem-bisprenyl structures. The reaction proceeds under mild conditions to provide α,α′-adducts with complete α-regioselectivity. A mechanism with the consideration of the steric factors is proposed to account for the regioselective results.

Photoinduced Allylation of Aromatic Carbonyl Compounds by Allylic Stannanes

irradiation of aromatic carbonyl compounds and allyl-, 2-methyl-2-propenyl, or 3-methyl-2-butenyltrimethylstannanes in acetonitrile afforded δ,γ-unsaturated alcohols as major product.A photoinduced electron transfer mechanism is proposed for the allylations.