180691-76-3

Upstream product

• 111887-18-4 4-(4-methoxyphenyl)but-3-yn-2-ol 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 99859-45-7 1-(2,2-dibromo-3-methylcyclopropyl)-4-methoxybenzene 
• 768-60-5 4-methoxyphenylacetylen 
• 55088-86-3 1-(but-3-en-1-yn-1-yl)-4-methoxybenzene 
• 1607843-37-7 C₁₅H₁₉NO 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 1380423-64-2 (E)-benzyl 4-(4-methoxyphenyl)but-3-en-2-ylcarbamate 
• 1607843-54-8 (E)-1-((4-(4-methoxyphenyl)-3-phenylbut-3-en-2-yl)oxy)-2,2,6,6-tetramethylpiperidine 
• 1607843-72-0 C₂₆H₃₅NO₂ 
• 7642-11-7 (Z)-1-(but-1-en-1-yl)-4-methoxybenzene 

Relevant academic research and scientific papers

Hydromagnesiation of 1,3-Enynes by Magnesium Hydride for Synthesis of Tri- and Tetra-substituted Allenes

A protocol for regio-controlled hydromagnesiation of 1,3-enynes was developed using magnesium hydride that is generated in situ by solvothermal treatment of sodium hydride (NaH) and magnesium iodide (MgI2) in THF. The resulting allenylmagnesium species could be converted into tri- and tetra-substituted allenes by subsequent treatment with various carbon- and silicon-based electrophiles with the aid of CuCN as a catalyst.

Ligandless Regioselective Hydrosilylation of Allenes Catalyzed by Gold Nanoparticles

The first example of Au-catalyzed hydrosilylation of allenes is presented using recyclable gold nanoparticles as catalyst, without the requirement of any external ligands or additives. The hydrosilane addition takes place on the more substituted double bond of terminal allenes in a highly regioselective manner. The observed regioselectivity/reactivity modes are attributed to steric and electronic factors.

Copper-catalyzed regio- and stereoselective intermolecular three-component oxyarylation of allenes

A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereoselectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.

Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes

Gold and silver: A 1:2 mixture of [{(S)-1}(AuCl)2] and AgBF 4 catalyzes the enantioselective hydroamination of chiral, racemic 1,3-disubstituted allenes with N-unsubstituted carbamates to form N-allylic carbamates in good yield, with high regio- and diastereoselectivity, and up to 92% ee (see scheme, Cbz=benzyloxycarbonyl). Copyright