913654-33-8

Upstream product

• 52755-38-1 1-phenyl-2-buten-1-ol 
• 100-58-3 phenylmagnesium bromide 
• 17488-65-2 4-phenylbut-3-en-2-ol 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 7677-24-9 trimethylsilyl cyanide 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 1896-62-4 (E)-benzalacetone 
• 62413-47-2 (2R,3E)-4-phenyl-3-buten-2-ol 
• 74-90-8 hydrogen cyanide 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 31915-94-3 (Z)-1-Phenylbuta-1,3-diene 

Downstream Products

• 81802-32-6 (R)-(E)-2-methyl-4-phenylbut-3-en-1-ol 
• 81802-33-7 (S)-(E)-2-methyl-4-phenylbut-3-en-1-ol 
• 182699-58-7 (E)-2-methyl-4-phenylbut-3-enal 

Relevant academic research and scientific papers

Enantioselective Radical Carbocyanation of 1,3-Dienes via Photocatalytic Generation of Allylcopper Complexes

1,3-Dienes are readily available feedstocks that are widely used in the laboratory and industry. However, the potential of converting 1,3-dienes into value-Added products, especially chiral products, has not yet been fully exploited. By synergetic photoredox/copper catalysis, we achieve the first visible-light-induced, enantioselective carbocyanation of 1,3-dienes by using carboxylic acid derivatives and trimethylsilyl cyanide. Under mild and neutral conditions, a diverse range of chiral allyl cyanides are produced in generally good efficiency and with high enantioselectivity from bench-stable and user-safe chemicals. Moreover, preliminary results also confirm that this success can be expanded to 1,3-enynes and the four-component carbonylative carbocyanation of 1,3-dienes and 1,3-enynes.

Regio-, chemo-, and enantioselective Ni-catalyzed hydrocyanation of 1,3-dienes

A regio-, chemo-, and enantioselective nickel-catalyzed hydrocyanation of 1,3-dienes is reported. The key to the success of this asymmetric transformation is the use of a specific multichiral diphosphite ligand. In addition to aryl-substituted 1,3-dienes, highly challenging aliphatic 1,3-diene substrates can also be preferentially converted to the corresponding 1,2-adducts in decent yields with the highest enantioselectivities to date.

Nickel-Catalyzed Cyanation of Benzylic and Allylic Pivalate Esters

A nickel-catalyzed cyanation reaction of benzylic and allylic pivalate esters is reported using an air-stable Ni(II) precatalyst and substoichiometric quantities of Zn(CN)2. Alkene additives were found to inhibit catalysis, suggesting that avoiding β-hydride elimination side reactions is essential for productive catalysis. An enantioenriched allylic ester undergoes enantiospecific cross-coupling to produce an enantioenriched allylic nitrile. This method was applied to an efficient synthesis of (±)-naproxen from commercially available starting materials.

Nickel(0)-catalyzed asymmetric hydrocyanation of 1,3-dienes

1,2-Bis-diarylphosphinites are excellent ligands for the Ni(0)-catalyzed hydrocyanation of certain types of 1,3-dienes. 1-Phenyl-1,3-butadiene, 1-vinyl-3,4-dihydronaphthalene, and 1-vinylindene undergo highly regioselective hydrocyanation under ambient co