27883-07-4

Upstream product

• 75-24-1 trimethylaluminum 
• 103593-55-1 (S)-2-methylsulfonyloxy-1-(4-methoxyphenyl)-1-propanone 2,2-dimethyl-trimethylene acetal 
• 105378-02-7 2-[(S)-1-(4-Methoxy-phenyl)-ethyl]-2,5,5-trimethyl-[1,3]dioxane 
• 7074-12-6 3-(4-methoxyphenyl)butan-2-one 

Relevant academic research and scientific papers

Catalytic enantioselective protoboration of disubstituted allenes. Access to alkenylboron compounds in high enantiomeric purity

Proto-boryl additions to 1,1-disubstituted allenes in the presence of 1.0-5.0 mol % of chiral NHC-Cu complexes, B2(pin)2, and t-BuOH proceed to afford alkenyl-B(pin) products in up to 98% yield, >98:2 site selectivity, and 98:2 er. T

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.

Selective Baeyer-Villiger oxidation of racemic ketones in aqueous-organic media catalyzed by phenylacetone monooxygenase

The enantioselective kinetic resolution of a set of racemic substituted 3-phenylbutan-2-ones employing phenylacetone monooxygenase (PAMO) in non-conventional media was performed. The studies have revealed the effects of a range of solvents on the biocatalytic properties of the biocatalyst. Also, the enzymatic oxidation of α-acetylphenylacetonitrile was performed using organic cosolvents. This has resulted in a dynamic kinetic resolution of this cyanoketone yielding enantiopure (R)-2-acetoxyphenylacetonitrile with moderate yields depending on the reaction conditions employed.

SUBSTITUTION-TYPE 1,2-REARRANGEMENT BY USING ORGANOALUMINIUM REAGENTS. SYNTHESIS OF CHIRAL α-ARYL (OR ALKENYL) KETONE ACETALS

Title compounds were synthesized via novel stereospecific 1,2-rearrangement of an aryl (or alkenyl) group accompanied by introduction of an alkyl or alkynyl group by using organoaluminium reagents.