106353-39-3

Upstream product

• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 66536-78-5 (+)-(R)-1-(p-tolylsulfinyl)-2-propanone 
• 142176-65-6 (R)-3-Hydroxy-4-((R)-toluene-4-sulfinyl)-butyric acid methyl ester 
• 142176-67-8 (S)-3-Hydroxy-4-((R)-toluene-4-sulfinyl)-butyric acid methyl ester 
• 53562-86-0 (S)-3-hydroxybutyric acid methyl ester 
• 3976-69-0 Methyl (R)-3-hydroxybutyrate 

Relevant academic research and scientific papers

Asymmetric synthesis of both enantiomers of methyl and t-butyl 3-hydroxybutyrates monitored by optically active sulfoxides

Methyl and t-butyl (R) and (S) 3-hydroxybutyrates were prepared by stereoselective reduction of (R) 4-[p-tolylsulfinyl]-3-oxobutyrate, readily available in one step from (-)(S) menthyl p-toluene sulfinate.

Preparation of Chiral β-Hydroxyketones by Aldol-type Condensation of Chiral p-Tolylsulfinylmethyl Ketones

Chiral β-hydroxyketones 7 with fair e.e. were prepared by treating newly prepared optically pure p-tolylsulfinylmethyl ketones 4 with t-butylmagnesium bromide and aldehydes 5 followed by desulfurization with aluminium amalgam.