29128-22-1

Upstream product

• 50-00-0 formaldehyd 
• 1195-32-0 1-methyl-4-isopropenylbenzene 
• 627-27-0 homoalylic alcohol 
• 106-38-7 para-bromotoluene 
• 5720-05-8 4-methylphenylboronic acid 
• 927-74-2 3-Butyn-1-ol 
• 1240786-78-0 2-methyl-2-(p-tolyl)oxetane 
• 122-00-9 para-methylacetophenone 
• 65374-22-3 1-(3-bromoprop-1-en-2-yl)-4-methylbenzene 
• 76334-36-6 3-bromobut-3-en-1-ol 
• 1197-01-9 p-cymene-8-ol 
• 1708-29-8 2,5-dihydrofuran 

Downstream Products

• 6090-01-3 3-(p-tolyl)-1-butanol 
• 106035-79-4 (R)-3-(4-methylphenyl)-1-butanol 
• 1461-10-5 (S)-3-(4-methylphenyl)-1-butanol 

Relevant academic research and scientific papers

Catalytic Regioselective Isomerization of 2,2-Disubstituted Oxetanes to Homoallylic Alcohols

The selective isomerization of strained heterocyclic compounds is an important tool in organic synthesis. An unprecedented regioselective isomerization of 2,2-disubstituted oxetanes into homoallylic alcohols is described. The use of tris(pentafluorophenyl

Rhodium-Catalyzed Diverse Arylation of 2,5-Dihydrofuran: Controllable Divergent Synthesis via Four Pathways

The rhodium-catalyzed controllable diverse arylation of 2,5-dihydrofuran with arylboronic acids is reported. By fine-tuning of the reaction conditions, four different ring-opening or oxidative arylation pathways are controlled in the rhodium-catalyzed ary

Photoredox-Catalyzed Cyclopropanation of 1,1-Disubstituted Alkenes via Radical-Polar Crossover Process

The photoredox-neutral catalyzed cyclopropanation of 1,1-disubstituted alkenes via radical addition-anionic cyclization cascade has been successfully developed. Another new protocol based on photocatalytic allylation and cyclopropanation cascade was also described between allylic halide and halomethyl radical. In addition to the successful use of bis-catecholato silicates as the alkyl radical precursors, the acyl and alkyl radicals derived from 1,4-dihydropyridines were also engaged in this radical-polar crossover process. The competing experiments displayed that the 3-exo-tet mode of cyclization preferred over 4-exo and 5-exo cyclization modes, allowing for the selective 3-exo-tet cyclization. The superior nucleofuge character of bromide over chloride and tosylate has been demonstrated in the reaction of bromomethyl radical with homoallylic (pseudo)halides. This new protocol is characterized by its redox-neutral process, broad substrate scope, mild conditions, and good functional-group compatibility. (Figure presented.).

Chelation versus Non-Chelation Control in the Stereoselective Alkenyl sp2 C?H Bond Functionalization Reaction

A hydroxy group chelation-assisted stereospecific oxidative cross-coupling reaction between alkenes was developed under mild reaction conditions. In the presence of palladium catalyst, the alkenes tethered with hydroxy functionality can couple efficiently with electron-deficient alkenes to form the corresponding multi-substituted olefin products. The hydroxy group on the substrate could play dual roles in reaction, acting as the directing group for alkenyl C?H bond activation and controlling the stereoselectivity of the products.

Enantioselective Small Molecule Synthesis by Carbon Dioxide Fixation using a Dual Br?nsted Acid/Base Organocatalyst

Carbon dioxide exhibits many of the qualities of an ideal reagent: it is nontoxic, plentiful, and inexpensive. Unlike other gaseous reagents, however, it has found limited use in enantioselective synthesis. Moreover, unprecedented is a tool that merges on

Helical triskelion monophosphites as ligands in asymmetric catalysis

Members of a new family of chiral triskelion P ligands, namely helical C3-symmetric monophos- phites P(OR)3, have been prepared in two steps Dy monoacylation of (R)- or (S)-1,1'-binaphthyl-2,2'-diol (BINOL) or diphenol using a carboxylic acid chloride followed Dy PCl3 phosphorylation. The most sterically hindered member of these monophosphites, derived from the compound accessible by monoacylation of BINOL using adamantane carboxylic acid chloride, has been characterized by X-ray crystallography and NMR spectroscopy as a single well-defined compound. It exists exclusively in the syn conformation, with a propeller-like (twisted) geometry resulting in helicity. Upon utilization of(R)- or (S)-BINOL in the two-step synthesis, the helicity proves to be P or M, respectively. When used as ligands in the Rh-catalyzed asymmetri c hydrogenation of prochiral homoallylic alcohols, these bulky helical ligands lead to respectable enantioselectivities (79-98percent ee). In contrast, the less sterically congested and more flexible BINOL-derived phenyl analogue exists in several conformeric forms, even in the crystal, and this leads to poor enantioselectivity in the model reactions (ee = 32percent). For the purpose of structural comparison, the analogous monophosphites derived from diphenol were also prepared and characterized. These compounds, again in contrast to the BINOL-derived adamantyl derivatives, occur in several different conformeric states.

Regioselective Heck arylation of unsaturated alcohols by palladium catalysis in ionic liquid

In contrast to almost all of the known examples of Heck arylation of unsaturated alcohols, which yield predominately β-arylated products, arylation under the Pd-DPPP catalysis in ionic liquid leads preferentially to aryl substitution at the α carbon, prov

Metal cation-exchanged montmorillonite(Mn+-mont)-catalysed carbonyl-ene reactions

Metal cation-exchanged montmorillonite (Mn+-mont) works in acetonitrile at 80°C as a Lewis acid catalyst for the intermolecular carbonyl-ene reaction of α-methylstyrenes with paraformaldehyde to give the corresponding homoallylic alcohols, Zr4+-mont being the most effective of the many Mn+-mont catalysts examined. Similarly, the catalyst is also useful for the highly stereoselective intramolecular cyclization of citronellals to afford isopulegols, the reaction being much faster. Regeneration of the catalyst is confirmed for Zr4+-mont, which can be effectively recycled at least five times.