142075-93-2

Upstream product

• 1519-40-0 (+)-(R)-ethyl p-tolyl sulfoxide 
• 97-62-1 Ethyl isobutyrate 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 71899-70-2 (R)-(+)-3-methyl-1-(4-methylphenylsulfinyl)-2-butanone 
• 74-88-4 methyl iodide 

Downstream Products

• 142076-02-6 (R)-2-Methyl-4-((R)-toluene-4-sulfinyl)-pentan-3-ol 
• 144787-35-9 (S₂,S₃,R_S)-2-hydroxy-3-<(4-methylphenyl)sulfinyl>-2-isopropylbutanenitrile 
• 144694-78-0 (S₂,R₃,R_S)-2-hydroxy-3-<(4-methylphenyl)sulfinyl>-2-isopropylbutanenitrile 

Relevant academic research and scientific papers

Asymmetric synthesis of tertiary vinyl carbinols by highly stereoselective methylation of α-methyl-β-ketosulfoxides with aluminum reagents

Methylation of chiral acyclic α-methyl-β-ketosulfoxides with Me3Al and Me2AlCl is reported. Induced configuration at hydroxylic carbon is mainly controlled by the configuration of the sulfinyl group, with de's higher than 90% in most of the cases regardless the configuration at C-α. The stereochemical pathway seems to be different with both reagents, thus affording a higher stereoselectivity with Me 2AlCl. Pyrolytic desulfinylation and hydrogenolysis of the C-S bond allowed the transformation of the resulting hydroxysulfoxides into interesting optically pure tertiary methyl carbinols.

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