4442-83-5

Upstream product

• 117-34-0 2,2-diphenylacetic acid 
• 5700-44-7 1-phenyl-1-cyclohexylethylene 
• 144313-98-4 2-cyclohexyl-2-phenyloxirane 
• 108-86-1 bromobenzene 
• 695-12-5 vinylcyclohexane 
• 32231-03-1 (1-phenyl-cyclohexyl)-acetic acid 
• 140-29-4 phenylacetonitrile 
• 3893-23-0 cyclohexyl phenyl acetonitrile 
• 542-18-7 cyclohexyl chloride 
• 100-42-5 styrene 
• 953-91-3 cyclohexyl tosylate 
• 13027-73-1 methyl 2-cyclohexyl-2-phenylacetate 
• 82517-30-4 cyclohexyl(phenyl)diazomethane 
• 3894-09-5 2-cyclohexyl-2-phenylacetic acid 

Downstream Products

• 152681-78-2 diethyl (2-cyclohexyl-2-phenylethyl)malonate 
• 152643-45-3 2-cyclohexyl-2-phenyl-1-iodoethane 
• 101276-96-4 3-cyclohexyl-3-phenylbutanoic acid 
• 108773-91-7 4-cyclohexyl-1,2,3,4-tetrahydronaphth-1-one 
• 5664-22-2 (+/-)-2-cyclohexyl-2-phenylacetaldehyde 
• 61636-63-3 2-Cyclohexyl-2-phenylethyl-p-toluolsulfonat 

Relevant academic research and scientific papers

Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation

A magnesium-catalyzed regiodivergent C-O bond cleavage protocol is presented. Readily available magnesium catalysts achieve the selective hydroboration of a wide range of epoxides and oxetanes yielding secondary and tertiary alcohols in excellent yields and regioselectivities. Experimental mechanistic investigations and DFT calculations provide insight into the unexpected regiodivergence and explain the different mechanisms of the C-O bond activation and product formation.

Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes

A Ni-catalyzed method for arylboration is disclosed. The method allows for highly stereoselective arylboration of unactivated alkenes. The reactions utilize a simple Ni-catalyst and work with a broad range of alkenes and aryl bromides. The products represent useful intermediates for chemical synthesis due to the versatility of the C-B bond. Preliminary mechanistic details of the method are also disclosed.

Visible-Light-Mediated Anti-Markovnikov Hydration of Olefins

Considering that stoichiometric borane and oxidant are required in the classical alkene anti-Markovnikov hydration process, it remains appealing to achieve the transformation in a catalytic protocol. Herein, a visible-light-mediated anti-Markovnikov addition of water to alkenes by using an organic photoredox catalyst in conjunction with a redox-active hydrogen atom donor was developed, which avoided the need for a transition-metal catalyst, stoichiometric borane, as well as oxidant. Both terminal and internal olefins are readily accommodated in this transformation to obtain corresponding primary and secondary alcohols in good yields with single regioselectivity. This procedure can be scaled up to gram scale with a 230 turnover number based on photocatalyst.

Intrazeolite photooxygenation of chiral alkenes. Control of facial selectivity by confinement and cation-π interactions

Depending on the nature of the substituents on the stereogenic carbon atom, the ene reaction of singlet oxygen with several chiral alkenes by confinement within thionin-supported zeolite NaY, may exhibit significant changes on facial selectivity by comparison to their photooxygenation reaction in solution. It is proposed that, apart from the conformational consequences as a result of the alkene confinement within the zeolite cavities, a synergism between Na+-π interactions and singlet oxygen-Na+ interactions plays a significant role in the transition states of ene hydroperoxidation. Within NaY, the diastereoselectivity may significantly depend on the site selectivity, as probed through specific deuterium labelling of trisubstituted alkenes bearing a gem-dimethyl group. In certain cases, a remote stereogenic centre relative to the reacting double bond may induce enhanced diastereoselection and regioselectivity.

Remarkable Change of the Diastereoselection in the Dye-Sensitized Ene Hydroperoxidation of Chiral Alkenes by Zeolite Confinement

(Equation presented) The ene reaction of singlet oxygen with chiral trisubstituted alkenes bearing an alkyl and a phenyl group at the stereogenic center is erythro diastereoselective in solution and threo diastereoselective if carried out within zeolite Na-Y. The change of the diastereoselection trend by zeolite confinement is attributed to a synergism of steric effects and cation-π interactions.

Zr-Catalyzed Electrophilic Carbomagnesation of Aryl Olefins. Mechanism-Based Control of Zr-Mg Ligand Exchange

(Formula Presented) The first examples of efficient electrophilic Zr-catalyzed carbomagnesations are disclosed, where in contrast to previous catalytic carbomagnesations the alkyl moiety of the electrophile is transferred (vs that of the Grignard reagent)

5-Phenyl-3-ureidobenzazepin-2-ones as cholecystokinin-B receptor antagonists

A series of 5-phenyl-3-ureidobenzazepin-2-one cholecystokinin-B (CCK-B) receptor antagonists was synthesized using Beckmann ring expansion of a suitable 4-phenyl-1-tetralone as a key step. Structure-activity relationship studies revealed the importance of

Photolysis of 1,1,1-triphenylalkanes

Photolysis of 1,1,1-triphenylalkane in methanol gave biphenyl, 1-methoxy-1-phenylalkane, and 1-phenylalkene. The generation of the carbene intermediate by photo α,α-elimination of two phenyl groups was presumed.