99288-98-9

Upstream product

• 122-00-9 para-methylacetophenone 
• 107-05-1 3-chloroprop-1-ene 
• 7393-43-3 tetraallyl tin 
• 54655-41-3 B-allyl-1,3,2-dioxaborinane 
• 110577-93-0 (S)-2-p-Tolyl-pent-4-ene-1,2-diol 
• 110577-93-0 2-p-Tolyl-pent-4-ene-1,2-diol 
• 110577-89-4 (4R,5S)-3-((S)-2-Hydroxy-2-p-tolyl-pent-4-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 110577-91-8 (S)-3-((R)-2-Hydroxy-2-p-tolyl-pent-4-enoyl)-4-isobutyl-oxazolidin-2-one 
• 110577-85-0 1-((4R,5S)-4-Methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-2-p-tolyl-ethane-1,2-dione 
• 110577-87-2 1-((S)-4-Isobutyl-2-oxo-oxazolidin-3-yl)-2-p-tolyl-ethane-1,2-dione 
• 105457-91-8 2-oxo-2-(p-tolyl)acetyl chloride 
• 106-95-6 allyl bromide 
• 24850-33-7 allyltributylstanane 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 644-08-6 4-Methylbiphenyl 
• 4981-38-8 3-hydroxy-3-p-tolyl-butyric acid 

Relevant academic research and scientific papers

A Mechanochemical Zinc-Mediated Barbier-Type Allylation Reaction under Ball-Milling Conditions

A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not re

Organocatalytic Trapping of Elusive Carbon Dioxide Based Heterocycles by a Kinetically Controlled Cascade Process

A conceptually novel approach is described for the synthesis of six-membered cyclic carbonates derived from carbon dioxide. The approach utilizes homoallylic precursors that are converted into five-membered cyclic carbonates having a β-positioned alcohol group in one of the ring substituents. The activation of the pendent alcohol group through an N-heterocyclic base allows equilibration towards a thermodynamically disfavored six-membered carbonate analogue that can be trapped by an acylating agent. Various control experiments and computational analysis of this manifold are in line with a process that is primarily dictated by a kinetically controlled acylation step. This cascade process delivers an ample diversity of six-membered cyclic carbonates in excellent yields and chemoselectivities under mild reaction conditions.

Synthesis and Application of Substituted 1,16-Dihydroxytetraphenylenes in Catalytic Asymmetric Allylboration of Ketones

The synthesis and application of a newly designed C2-symmetric chiral-substituted 1,16-dihedroxytetraphenylene (DHTP) is reported. Efficient syntheses of enantiopure substituted DHTP were accomplished, and these enantiopure compounds were used as organocatalysts in asymmetric allylboration of ketones under very mild conditions. Accordingly, several tertiary alcohols were generated in moderate to good yields with up to 99% ee by using the catalyst (S)-2,15-Br2-DHTP. A gram-scale reaction was achieved in 99% yield with 96% ee.

Self-assembled organic nanotube promoted allylation of ketones in aqueous phase

A self-assembled organic nanotube was found to promote the allylation of ketones in the aqueous phase.

Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions

We have observed that the allylic zinc halide under identical reaction conditions acts in different modes for different electrophiles. For Ts-aziridines the halide part of the allylic halide has been introduced as a nucleophile and for the carbonyl compou

Hydroxyl group-assisted palladium-catalyzed lactonization of homoallylic alcohols

A convenient and highly efficient synthesis of α-methylene-γ- lactones through the palladium(II)-catalyzed lactonization of homoallylic alcohols with alkynamides has been reported. The hydroxyl group in the terminal olefins cooperates with the amide in alkynamides to promote the cyclization by suppressing the β-H elimination. This process provides a route to construct naturally occurring biologically multifunctional α-methylene-γ- lactones. The time has come to.i?lactonize: α-Methylene- γ-lactones are synthesized through the PdII-catalyzed lactonization of homoallylic alcohols with alkynamides. The hydroxyl group in the terminal olefins cooperates with the amide in alkynamides to promote the cyclization by suppressing the β-H elimination. This provides a route towards naturally occurring biologically multifunctional α-methylene- γ-lactones. Copyright

Rapid access to homoallylic alcohols via Pd(OAc)2 catalyzed Barbier type allylation in presence of DMAP

DMAP was found to accelerate significantly the rate of Pd(OAc)2 catalyzed Barbier type allylation of carbonyl compounds by allylbromide using SnCl2·2H2O as reducing agent. Both aldehyde as well as ketones produced excellent yields within a short reaction time in the presence of 3 mol % of Pd(OAc)2 and 12 mol % of DMAP at room temperature. Aldehydes could be allylated within 5-10 min whereas, in case of ketones, the reaction completes in 45-120 min.

SnCl2·2H2O-mediated Barbier-type allylation: A comparative evaluation of the catalytic performance of CuI and Pd(OAc) 2

A systematic investigation has been carried out for the allylation of carbonyl compounds under SnCl2·2H2O-mediated Barbier-type conditions, using CuI and Pd(OAc)2 as catalysts. Ketones, which are not reactive under the influence of CuI, however, could be activated by using Pd(OAc)2 as a catalyst.

One-pot, solvent-free allylation or propargylation of carbonyl compounds mediated by the in situ generated Zn-Ag couple

Zn-Ag couple which was in situ generated by zinc being oxidized with catalytic silver acetate was successfully applied to the one-pot and solvent-free allylation or propargylation of carbonyl compounds, in which high yields, regioselective addition, waste minimization and simple operation can be achieved.

A spirocyclic chiral borate for catalytic enantioselective Nozaki-Hiyama allylation of ketones

A new class of chiral spirocyclic borate ligands 5a-d with a rigid borocycle has been developed. The catalyst formed from chromium(II)-5a promotes the highly efficient enantioselective Nozaki-Hiyama allylation of alkyl and aryl ketones using allyl bromide