92916-05-7

Upstream product

• 18826-61-4 3-methylphenylacetone 
• 6213-85-0 Methyl 4-brosylate 
• 74-88-4 methyl iodide 

Downstream Products

• 1173092-35-7 (R)-3-(3-methylphenyl)butan-2-one 
• 115729-60-7 (S)-1-(3-methylphenyl)ethyl acetate 
• 19759-22-9 (+/-)-1-(3-methylphenyl)ethyl acetate 
• 7287-81-2 1-(m-methylphenyl)ethanol 
• 1309380-91-3 C₂₁H₂₁NO₃S 
• 1309381-13-2 3-(m-methylphenyl)-2-butanone oxime 

Relevant academic research and scientific papers

Regioselective 1,2-Diol Rearrangement by Controlling the Loading of BF3·Et2O and Its Application to the Synthesis of Related Nor-Sesquiterene- and Sesquiterene-Type Marine Natural Products

The regiocontrolled rearrangement of 1,2-diols has been achieved by controlling the loading of BF3·Et2O. Its applicability is showcased by the divergent synthesis of austrodoral, austrodoric acid, and 8-epi-11-nordriman-9-one, as well as a formal synthesis of siphonodictyal B and liphagal. A new light is shed on piancol-type rearrangements that will be useful in diversity-oriented synthesis of related natural products.

Origin of regioselectivity in the reactions of nitronate and enolate ambident anions

The reactions of nitronates of ring-substituted phenylnitromethanes and enolates of ring-substituted 1-phenyl-2-propanones with MeOBs gave exclusively the O-methylated and C-methylated products, respectively. DFT calculations suggested that two factors, n

Baeyer-Villiger monooxygenase-catalyzed kinetic resolution of racemic α-alkyl benzyl ketones: enzymatic synthesis of α-alkyl benzylketones and α-alkyl benzylesters

The application of three BVMOs for the enantioselective oxidation of 3-phenylbutan-2-ones with different substituents in the aromatic moiety is described. By choosing the appropriate biocatalyst and substrate combination, chiral ketones and esters can be obtained with excellent enantiopurities. This methodology could also be applied to the resolution of racemic α-alkyl benzylketones with longer alkyl chains as well as with two substituted α-substituted benzylacetones. A kinetic analysis revealed that the BVMOs studied effectively convert all tested compounds showing that the enzymes are tolerant towards the substrate structure while being highly enantioselective. These properties render BVMOs as valuable biocatalysts for the preparation of compounds with high interest in organic synthesis.