64275-34-9

Upstream product

• 57365-48-7 (Z)-oct-1-enyl(trimethyl)silane 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 57365-47-6 (E)-1-(trimethylsilyl)-1-octene 
• 181229-27-6 (2E)-1-phenyloct-2-en-1-ol 
• 5663-85-4 (E)-1-phenyl-2-octen-1-one 
• 1465765-05-2 C₂₁H₂₄O₂ 
• 25466-54-0 (E/Z)-1-Bromo-2-octene 
• 100-58-3 phenylmagnesium bromide 
• 56318-83-3 (E)-1-bromo-oct-2-ene 
• 176588-41-3 (E)-1-phenyl-1-octen-3-ol 
• 693-25-4 n-pentylmagnesium bromide 
• 14371-10-9 (E)-3-phenylpropenal 
• 137438-51-8 4-(benzyloxy)-4-phenyl-1-butene 
• 109-72-8 n-butyllithium 

Relevant academic research and scientific papers

Selective formation of non-conjugated olefins by samarium(II)-mediated elimination/isomerization of allylic benzoates

Aromatic allylic benzoates can be selectively transformed to the corresponding benzoate eliminated olefin by the action of samarium diiodide. Depending on the substrate and the elimination conditions, high selectivity for the non-conjugated alkene product

Chiral N-heterocyclic carbene-copper(I)-catalyzed asymmetric allylic arylation of aliphatic allylic bromides: Steric and electronic effects on γ-selectivity

Chiral N-heterocyclic carbene ligands were electronically and sterically tuned to improve γ-selectivity in copper(I)-catalyzed asymmetric allylic arylation of aliphatic allylic bromides with several aryl Grignard reagents. High γ-selectivity was realized

Copper-catalyzed asymmetric allylic substitution with aryl and ethyl Grignard reagents

Phenyl- and ethyl-magnesium bromides undergo regioselective asymmetric allylic substitution with high enantioselectivity under the catalysis of chiral amidophosphane-copper(i) complexes. The Royal Society of Chemistry.

Zirconium-mediated conversion of homoallylic ethers into cyclopropane derivatives

Homoallylic ethers react with Cp2ZrCl2/2 n-BuLi reagent to afford cyclopropane derivatives. Cyclopropylcarbinyl-homoallyl rearrangements involving zirconium species are observed depending on the substrate structure.

Synthesis of Farnesol Analogues through Cu(I)-Mediated Displacements of Allylic THP Ethers by Grignard Reagents

The synthesis of a family of farnesol analogues, incorporating aromatic rings, has been achieved in high yields through the development of a regioselective coupling of allylic tetrahydropyranyl ethers with organometallic reagents. The allylic THP group is displaced readily by Grignard reagents in the presence of Cu(I) halides but is stable in the absence of added copper. Thus, an allylic THP group can fulfill its traditional role as a protecting group or serve as a leaving group depending on reaction conditions. An improved synthesis of (2E,6E)-10,11-dihydrofarnesol also has been accomplished using this methodology, and some preliminary studies on the reactivity and regioselectivity of THP ether displacements were conducted. The farnesol analogues reported herein may be useful probes of the importance of nonbonding interactions in enzymatic recognition of the farnesyl chain and allow development of more potent competitive inhibitors of enzymes such as farnesyl protein transferase.

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

Sodium tetraphenylborate as a phenylating reagent in the palladium-catalyzed phenylation of alkenes and acid chlorides

Sodium tetraphenylborate (NaBPh4) reacts with terminal alkenes in acetic acid at 25 deg C in the presence of a catalytic amount of palladium(II) acetate together with silver acetate as a re-oxidant to give the corresponding phenylated alkenes in 22-87percent yield.It also reacts with acid chlorides in tetrahydrofuran (THF) at 25 deg C in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) to give the corresponding phenyl ketones in 51-100percent yield.Carbonylation of the borate with 1-30 atm carbon monoxide (CO) in methanol at 25 deg C in the presence of palladium(II) acetate or sodium chloropalladate (Na2PdCl4) affords a low yield (9-30percent) of benzophenone and methyl benzoate, a higher pressure favoring the formation of the latter.

Reaction of Diazonium Salts with Transition Metals. Part 11. Palladium-catalyzed Aryldesilylation of Alkenylsilanes by Arenediazonium Salts

Under palladium(0) catalysis, both (E)- and (Z)-RCH=CHSiMe3(R=Rh, 4-MeC6H4, 4-NO2C6H4, n-C6H13, and MeOCH2) were easily aryldesilylated by ArN2X(Ar=Ph, 4-MeC6H4, 4-BrC6H4 and 4-NO2C6H4; X=BF4, PF6, and Cl) to give (E)-RCH=CHAr and RC(Ar)=CH2 as the main products at 25 deg C in acetonitrile. anti- and syn-1,2-Elimination of Pd(0) and Me3Si from the adducts, threo- and erythro-RCH(PdX)CHSiMe3, generated from ArPdX and (E) and (Z)-RCH=CHSiMe3, respectively, are proposed for the formation of (E)-RCH=CHAr from either isomer of RCH=CHSiMe3.