180333-33-9

Upstream product

• 7424-91-1 methyl 3,3-dimethoxypropionate 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 

Downstream Products

• 180333-40-8 (R)-4,4-Dimethoxy-1-((R)-toluene-4-sulfinyl)-butan-2-ol 
• 180333-43-1 1-((R)-(R)-2-Benzyloxy-4,4-dimethoxy-butane-1-sulfinyl)-4-methyl-benzene 

Relevant academic research and scientific papers

Synthesis of enantiomerically pure β-hydroxy-γ-sulfinylaldehyde dimethyl acetals

Lithium alkyl p-tolylsulfinyl anions generated from 2 or 3 react with methyl 3,3-dimethoxypropanoate (1) yielding the corresponding β- ketosulfoxides 4 and 5 respectively. The presence of two methoxy groups in the δ-position of these β-ketosulfoxides has little or no influence on the stereoselectivity of DIBAL and DIBAL/ZnX2 reductions, allowing the synthesis of the title acetals in high diastereoisomeric excess.