142184-53-0

Upstream product

• 66536-78-5 (+)-(R)-1-(p-tolylsulfinyl)-2-propanone 
• 74-88-4 methyl iodide 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 1519-40-0 (+)-(R)-ethyl p-tolyl sulfoxide 
• 141-78-6 ethyl acetate 

Downstream Products

• 144694-76-8 (S₂,S₃,R_S)-2-hydroxy-2-methyl-3-<(4-methylphenyl)sulfinyl>butanenitrile 
• 144694-76-8 (S₂,R₃,R_S)-2-hydroxy-2-methyl-3-<(4-methylphenyl)sulfinyl>butanenitrile 
• 142184-57-4 (2R,3R,R_S)-3-(p-tolylsulfinyl)butan-2-ol 
• 142075-98-7 (2R,3S,R_S)-3-(p-tolylsulfinyl)butan-2-ol 

Relevant academic research and scientific papers

Asymmetric reduction of α-(trimethylsilyl)methyl-β-ketosulfoxide with DIBAL under basic conditions

The reaction of the α-carbanion of p-tolyl 2-(trimethylsilyl)ethyl sulfoxide with esters followed by reduction with DIBAL gave α-(trimethylsilyl)methyl-β-hydroxysulfoxides with high stereoselectivity. The stereoselective reaction was demonstrated to proceed through a dynamic kinetic resolution pathway via a six-membered cyclic transition state involving Si-O interaction. These reactions provide a convenient route for the synthesis of optically pure allylic alcohols.

Highly Diastereoselective Hydrocyanation of β-Keto Sulfoxides: Synthesis of Enantiomerically Pure Cyanohydrin Derivatives

The reactions of chiral β-keto sulfoxides, R1-CO-CHR2-SOTol (R1 = Me, n-Pr, i-Pr, t-Bu, Ph; R2 = H, Me) with Et2AlCN yield the corresponding sulfinyl cyanohydrins with high yields (85-96percent) and de (>96perce

1,3-Asymmetric Induction in the Reduction of α-Alkyl β-Ketosulfoxides with DIBAL/ZnBr2

The highly stereoselective reduction of chiral α-alkyl β-ketosulfoxides with DIBAL/ZnBr2 is governed by the configuration at the sulfur (1,3-induction) and not by that of the C-α (1,2-induction) as it has been previously reported.This fact considerably in