91940-11-3

Upstream product

• 115-95-7 linalool acetate 
• 873-55-2 sodium benzenesulfonate 
• 25932-11-0 benzenesulfinic acid sodium dihydrate 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 85217-73-8 (Z)-3,7-dimethylocta-2,6-dien-1-yl methyl carbonate 
• 85217-72-7 geranyl methyl carbonate 
• 1175539-95-3 3,7-dimethylocta-1,6-dien-3-yl isobutyl carbonate 
• 1298119-35-3 tert-butyl (3,7-dimethylocta-1,6-dien-3-yl) carbonate 

Downstream Products

• 223691-88-1 1-(1,5-dimethyl-1-vinyl-hex-4-enyl)-4-methoxy-benzene 
• 10309-44-1 1-((Z)-3,7-Dimethyl-3-vinyl-octa-1,6-dienyl)-4-methoxy-benzene 

Relevant academic research and scientific papers

Regioselective molybdenum-catalyzed allylic substitution of tertiary allylic electrophiles: Methodology development and applications

The first molybdenum-catalyzed allylic sulfonylation of tertiary allylic electrophiles is described. The method employs a readily accessible catalyst (Mo(CO)6/2,2′-bipyridine, both are commercially available) and represents the first example of the use of a group 6 transition metal-catalyst for allylic sulfonylation of substituted tertiary allylic electrophiles to form carbon-sulfur bonds. This atom economic and operationally simple methodology is characterized by its relatively mild conditions, wide substrate scope, and excellent regioselectivity profile, thus unlocking a new platform to forge sulfone moieties, even in the context of late-stage functionalization and providing ample opportunities for further derivatization through traditional Suzuki cross-coupling reactions.

Selective C - S bond formation via Fe-catalyzed allylic substitution

In contrast to the formation of C - O and C - N bonds it was only recently that the selective C - S bond formation by means of transition metal complexes moved more into the center of research. This is somewhat surprising given the fact that the sulfur at

π-Allylic sulfonylation in water with amphiphilic resin-supported palladium-phosphine complexes

π-Allylic substitution of allyl esters with sodium arylsul-finate was performed with an amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin-supported phosphine-palladium complex in water as a single reaction medium under heterogeneous conditions to give allyl sulfones in good to high yields. Catalytic asymmetric allylic substitution of cycloalkenyl esters also took place in water using a PS-PEG resin-supported chiral imidazo-indolephosphine- palladium complex to give cycloalkenyl sulfones with up to 81% ee.

Palladium-Catalyzed Substitutions of Allylic Nitro Compounds. Regiochemistry

Primary, secondary, and tertiary allylic nitro compounds underwent Pd(0)-catalyzed allylic substitution by stabilized carboanions, secondary amines, and benzenesulfinate ion (PhSO2-). α,β-disubstituted α-nitro olefins also behaved as allylic nitro compounds, via base-catalyzed vinyl -> allyl rearrangement, and underwent allylic substitution by secondary amines and PhSO2-.The regiochemistry of these substitutions was dependent on the structure of the allylic nitro compound amd on the steric bulk of the nucleophile.Generally, substitution occurred at the lesshindered or least substituted site.In some cases added or generated NaNO2 affected the regioselectivity of the allylic substitution of allylic nitro compounds and some allylic acetates by PhSO2-.Under these conditions, the more sterically hindered allylic sulfones were formed.

Regioselective Preparation of Allylic Sulfones by Palladium-Catalyzed Reactions of Allylic Nitro Compounds with Sodium Benzenesulfinate

Treatment of allylic nitro compounds with sodium benzenesulfinate in the presence of 5 molpercent of Pd(PPh3)4 in N,N-dimethylformamide (DMF) at 20-70 deg C for 1-10 h resulted in the formation of allylic sulfones with predominance of kinetically controll

REGIOSELECTIVE SYNTHESIS OF ALLYLIC SULFONES BY PALLADIUM-CATALYZED DENITRO-SULFONYLATION OF ALLYLIC NITRO COMPOUNDS

Allylic nitro compounds undergo denitro-sulfonylation catalyzed by Pd(PPh3)4 or Pd(PPh3)4+NaNO2 with PhSO2Na*2H2O to afford allylic sulfones regioselectively.

NUCLEOPHILIC SUBSTITUTION REACTIONS OF ALLYLIC ESTERS CATALYSED BY PALLADIUM-GRAPHITE AND RELATED HETEROGENEOUS CATALYSTS

Highly dispersed palladium on graphite (Pd/Gr), carbon (Pd/C) and alumina (Pd/Al2O3) have been employed as catalysts in substitution reactions of allylic esters with nucleophiles such as benzenesulfinate and diethyl malonate anions, and 1-(1-cyclohexen-1-yl)pyrrolidine.