117825-94-2

Upstream product

• 18407-84-6 1-methoxy-3,6-bis(trimethylsilyl)cyclohexa-1,4-diene 
• 56917-70-5 5-(trimethylsilyl)cyclohex-3-enone 
• 56917-71-6 5-trimethylsilyl-2-cyclohexanone 
• 696-62-8 para-iodoanisole 
• 1165952-92-0 cyclohexa-1,4-diene 
• 117825-92-0 trans-3-p-methoxyphenyl-5-(trimethylsilyl)-cyclohexanone 
• 107203-08-7 3-(4-methoxyphenyl)cyclohexanone 
• 1963-36-6 4-methoxycinnamaldehyde 

Downstream Products

• 1360468-59-2 5-(4-methoxyphenyl)-2-(3-(4-methoxyphenyl)-5-oxocyclohexyl)cyclohex-2-enone 

Relevant academic research and scientific papers

Stereoselective Palladium-Catalyzed 1,3-Arylboration of Unconjugated Dienes for Expedient Synthesis of 1,3-Disubstituted Cyclohexanes

As significant pharmacophores, 1,3-disubstituted cyclohexanes are widespread in natural products and synthetic bioactive molecules. In this work, we describe a palladium-catalyzed arylboration of 1,4-cyclohexadienes, which allows expeditious access to an array of functionalized 1,3-disubstituted cyclohexanes from the readily available starting materials. Palladium catalysis enables the arylboration to proceed in a reversed regioselectivity compared with earlier nickel catalysis. The most striking feature of this protocol lies in the 1,3-regioselectivity and exclusive cis-diastereoselectivity. Intriguingly, the success of this three-component reaction does not rely on the application of dative ligands but a cheap ammonium chloride salt instead. The synthetic utility of this method is highlighted by a series of downstream stereospecific transformations and a drug molecule synthesis.

Silver(I)-catalyzed ring-contractive rearrangement: A new entry to 5-alkylidene-2-cyclopentenones

A novel silver(I)-catalyzed ring-contractive rearrangement of 5-substituted 6-diazo-2-cyclohexenones has been developed, providing a new and efficient access to 5-alkylidene-2-cyclopentenones. The AgOTf-catalyzed reaction proceeds through metal-carbenoid formation followed by endocyclic allyl [1,2] migration with excellent stereoselectivity and broad substrate scope.

Ligand- and base-free Pd(II)-catalyzed controlled switching between oxidative heck and conjugate addition reactions

A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

Hydroxy-rhodium(I) catalyzed regioselective Michael addition of cyclic enones

Hydroxy-rhodium catalyzed dimerization of various cyclic enones to the corresponding α-enone adducts is developed. The key feature of this method is that the base-sensitive, highly substituted enones also undergo dimerization and the resultant products ar