176588-41-3

Upstream product

• 3391-86-4 1-octen-3-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 693-25-4 n-pentylmagnesium bromide 
• 89368-01-4 2-styryloxirane 
• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 
• 19969-14-3 2-methyl-5-pentyl-3-phenyl-isoxazolidine 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 29478-39-5 (E)-1-phenyloct-1-en-3-one 

Downstream Products

• 157670-36-5 Carbonic acid ethyl ester 1-((E)-styryl)-hexyl ester 
• 181036-39-5 (E)-1-pentyl-3-phenyl-2-propenyl acetate 
• 64275-34-9 1-phenyl-2-octene 
• 29518-72-7 1-phenyl-oct-1-ene 

Relevant academic research and scientific papers

Operationally simple and highly (E)-styrenyl-selective heck reactions of electronically nonbiased olefins

Simple, mild, and efficient conditions are reported for a Pd 0-catalyzed Heck reaction that delivers high yields and selectivity for (E)-styrenyl products using electronically nonbiased olefin substrates bearing a range of useful functionality. Preliminary mechanistic studies demonstrate that the σ-donating DMA solvent is crucial for high selectivity. Further studies suggest that the catalyst distinguishes between β-hydrogens on the basis of their relative hydridic character, in contrast to previously reported PdII-catalyzed oxidative reaction conditions.

Palladium-catalyzed Heck arylations of allyl alcohols in ionic liquids: Remarkable base effect on the selectivity

Pd-catalyzed Heck arylation of allyl alcohols in tetraalkylammonium ionic liquids (ILs) can be made highly selective toward the formation of either aromatic carbonyl compounds or aromatic conjugated alcohols by carefully choosing both the IL and the base.

Arenediazonium o-benzenedisulfonimides in Heck-type arylation of allylic alcohols

Arenediazonium o-benzenedisulfonimides were reacted with primary and secondary allylic alcohols. The reactions, carried out in aqueous ethanol in the presence of palladium(II) acetate as precatalyst and sodium hydrogen carbonate as base, gave the arylation products with good overall conversion. In all cases, the major products were the β-arylated carbonyl derivatives. The o-benzene-disulfonimide was recovered in high yield from all the reactions, and it was recycled for the preparation of other salts. Georg Thieme Verlag Stuttgart.

Regioselective SN2 opening of vinylic epoxides with trialkylzincates and trialkylaluminates

The use of trialkylorganozincates and tetraalkylaluminates allows regioselective SN2 nucleophilic opening of vinylic epoxides. The reaction occurs with an anti-substitution pattern and can be applied to a wide range of substrates. We also show that the solvent and the structure of the epoxide have an influence on the substitution products' ratio. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Polymer-bound palladium-catalyzed coupling of allylic alcohols with hypervalent iodonium salts

The polymer-bound palladium catalyzed cross-coupling reaction of allylic alcohols with hypervalent iodonium sails to form carbon-carbon bonds was achieved at room temperature under extremely mild and aqueous conditions even in the absence of base with very high activity in the Stille coupling reaction. The polymeric catalyst can be easily separated from a reaction mixture and reused more than 10 times with no decrease in activity.

Nickel-Catalyzed Coupling Reaction of 1,3-Disubstituted Secondary Allylic Carbonates and Lithium Aryl- and Alkenylborates

Tis account describes coupling reaction of 1,3-disubstituted secondary allylic carbonates with lithium aryl- and alkenylborates in the presence of a nickel catalyst.Borates examined are 4, 5, and 6, and reactivity and selectivity were investigated using t

N,O-HETEROCYCLES. XVI. DIRECT CONVERSION OF SOME ISOXAZOLIDINES INTO ALCOHOLS VIA α,β-ENONES

The 1,3-dipolar cycloadducts between nitrones and alkenes are converted into alcoholic derivatives by trimethyl phosphate and by subsequent reduction.The reaction of the substituted isoxazolidines, exempt of further functionalities, proceeds under the action of TMP through a sequence of steps including a Hofmann-like elimination with electronic-controlled orientation indicated also by thermochemical calculations.The overall process leads to the formation of saturated and unsaturated alcohols as known for the reduction step.