401480-44-2

Upstream product

• 4224-87-7 4-methyl-chalcone 
• 536-57-2 p-toluene sulfinic acid 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-86-2 acetophenone 
• 104-87-0 4-methyl-benzaldehyde 
• 22252-14-8 (E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one 

Downstream Products

• 4224-87-7 4-methyl-chalcone 
• 1357912-50-5 ((2R,3S,4S)-4-hydroxy-2-(p-tolyl)tetrahydrothiophen-3-yl)(phenyl)methanone 

Relevant academic research and scientific papers

Enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via β-elimination/cycloaddition sequence

A mild and efficient enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via introducing 1,4-dithiane-2,5-diol to the simple kinetic resolution of β-sulfonyl ketones has been described herein. The one-pot reaction sequence including kinetic resolution and cascade sulfa-Michael/Aldol reaction proceeded successively to afford corresponding sulfonyl ketones and tetrahydrothiophenes with high enantioselectivities (85%–98% ee and 84%–95% ee).

Kinetic Resolution of β-Sulfonyl Ketones through Enantioselective β-Elimination using a Cation-Binding Polyether Catalyst

Reported herein is the first enantioselective β-elimination reaction catalyzed by a chiral cation-binding polyether. By using this catalytic protocol, a wide range of β-sulfonyl ketones could be effectively resolved with high stereoselectivity (S up to >300). Key to the success of this process is the favorable secondary interactions of the catalyst with the Lewis basic groups on the sulfone substrate. The enone product of this process can be easily converted into the racemic starting material, and allows an effective recycling and overall synthesis of chiral β-sulfonyl ketones in high yield and excellent enantioselectivity.

Enantioselective sulfonation of enones with sulfonyl imines by cooperative N-heterocyclic-carbene/thiourea/tertiary-amine multicatalysis

Many hands make light work: In an organocatalytic asymmetric sulfonation of enones, the activation of a sulfonyl imine by an N-heterocyclic carbene (NHC) catalyst led to the release of a sulfinic anion, which underwent nucleophilic addition to the enone. The enantioselectivity of the process was controlled by a chiral thiourea/amine co-catalyst through anion recognition and hydrogen-bonding interactions. Tol=p-tolyl. Copyright

FeCl3ATMSCl: An effective catalytic system for the conjugate addition of sodium p-toluenesulfinate to αβ-enones

A new protocol for the β-sulfonation of αβ-unsaturated carbonyl compounds is described. The method employs FeCl3 as catalyst and TMSC1 as additive for conjugate addition of sodiump-toluenesulfinate to enones.

Synthesis, separation and characterisation of diastereomeric mixtures of 3-p-toluenesulfonyl-1,3-diaryl-propan-1-ols

Four diastereomeric mixtures of 3-p-toluenesulfonyl-1, 3-diarylpropan-1-ols were prepared by the reduction of the corresponding β-sulfonyl ketones and the stereochemistry of the individual separated (HPLC) diastereomers was established on the basis of PMR data.