146174-47-2

Upstream product

• 3185-99-7 Methyl p-tolyl sulfone 
• 60682-95-3 1-(diethoxyphosphorylmethylsulfonyl)-4-methylbenzene 
• 177213-26-2 (E)-1-((3-(benzyloxy)prop-1-en-1-yl)sulfonyl)-4-methylbenzene 
• 185811-88-5 6-benzyloxy-2-methyl-4-(4-tolylsulfonyl)-5-hexen-3-ol 
• 154581-58-5 (E/Z)-3-benzyloxy-1-(4-tolylsulfonyl)-2-propene 

Downstream Products

• 146174-55-2 5-isopropyl-2-oxo-4-(4-tolylsulfonyl)tetrahydrofuran 

Relevant academic research and scientific papers

(Alkoxyallyl)sulfones as enal β-anion equivalents. Synthesis of 5-substituted 2(5H)-furanones

2(5H)-Furanones 14 may be prepared in a four-step sequence starting from (alkoxyallyl)sulfone 10 and aldehydes.

Lithiated 3-Tosylpropanal and 4-Tosyl-2-butanone Dimethyl Acetals as β-Acylvinyl Anion Equivalents for the Synthesis of Unsaturated 1,4-Dicarbonyl Compound and α,β-Butenolides

The lithiation of 1,1-dimethoxy-3-tosyllpropane (7a) and 2,2-dimethoxy-4-tosylbutane (7b) followed by reaction with acyl chlorides affords, after p-toluenesulfinic acid elimination, ene-1,4-dicarbonyl compounds in a stereoselective manner.In the case of compound 7a, derived from acrolein, sequential monolithiation and reaction with carbonyl compounds give cyclic acetals, which after oxidation and elimination of p-toluenesulfinic acid are transformed into α,β-butenolides.

1-Benzyloxy-3-(p-tolylsulfonyl)propene as an acrolein β-anion equivalent. Synthesis of 4-substituted 2-butenolides

Lithiation of 1-benzyloxy-3-(p-tolylsulfonyl)propene 6 and reaction with aldehydes give alcohols 7. Sequential hydrolysis-cyclization, oxidation and DBU-mediated elimination of dine elements of p-TolSO2H gives 4-substituted 2-butenolides 10 in good overall yield.