108983-55-7

Upstream product

• 49802-71-3 cyclohexyl-phenyl-acetyl chloride 
• 74-88-4 methyl iodide 
• 108-85-0 1-bromocyclohexane 
• 63866-06-8 1-Phenyl-2-propanone Dianion 
• 103-79-7 1-phenyl-acetone 
• 626-62-0 Cyclohexyl iodide 
• 57918-71-5 1-Phenyl-2-propanone Potassium Enolate 
• 3894-09-5 2-cyclohexyl-2-phenylacetic acid 

Downstream Products

• 33787-23-4 3-Phenyl-3-cyclohexylpentan-2-on 
• 806597-63-7 1-Phenyl-1-cyclohexyl-4-dimethylamino-butanon-⁽²⁾ 

Relevant academic research and scientific papers

Dynamic Reductive Kinetic Resolution of Benzyl Ketones using Alcohol Dehydrogenases and Anion Exchange Resins

Dynamic reductive kinetic resolutions of racemic 3-arylalkanones have been performed by the proper combination of an alcohol dehydrogenase and a basic anionic resin. The best results were found for the bioreduction with the alcohol dehydrogenase type A from Rhodococcus ruber DSM 44541 overexpressed in Escherichia coli (E. coli/ADH-A) and the commercially available evo-1.1.200, while the Amberlite IRA-440 C and the DOWEX-MWA-1 resins allowed efficient in situ racemizations. Reaction conditions were optimized in terms of enzyme source and loading, type and amount of resin, pH, temperature and reaction times, obtaining a series of (R,R)-substituted propan-2-ols with good conversions and both diastereoselectivity and stereoselectivity. As a proof of concept, the subsequent intramolecular cyclization of a selected propan-2-ol substrate afforded a valuable isochroman heterocycle without any loss of the optical purity.

Steric parameters in the Ir-catalyzed regio- and diastereoselective isomerization of primary allylic alcohols

The iridium-catalyzed diastereo- and regioselective isomerization of primary allylic alcohols using Crabtree's catalyst or sterically modified analogs is reported. The importance of the size of the substituents on either the substrates or the catalysts has been rationalized by linear free energy relationships.

Formation and Reactions of 1-Phenyl-2-propanone Dianion and Related Systems with Electrophilic Reagents

1-Phenyl-2-propanone, 1,1-diphenyl-2-propanone, and 1-(4-methoxyphenyl)-2-propanone were converted to their dicarbanions 3, 4, and 31, respectively, and their reactions with a number of electrophilic reagents were examined.All three dianions gave a mixture of C-1 and C-3 alkylation products when treated with alkyl halides of higher reactivity, while only C-1 alkylations occurred when alkyl halides of lower reactivity were used.It was also found that the 1,1-diphenyl-2-propanone and the 1-(4-methoxyphenyl)-2-propanone dianions 4 and 31 gave a higher ratio of C-1/C-3 alkylation products than the 1-phenyl-2-propanone dianion 3.When dianion 3 was reacted with p-anisaldehyde and a number of protonating agents, electrophilic attack occurred exclusively at the C-3 position.The trends observed are analyzed, and mechanisms are proposed to account for the results obtained.