128788-45-4

Upstream product

• 67-56-1 methanol 
• 36832-52-7 2-butyne tosylate 
• 61476-94-6 4-[(4'-methylphenyl)sulfonyl]-2-butanone 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 6742-53-6 (E)-ethyl 4-oxo-2-pentenoate 
• 203452-43-1 (2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine 
• 203452-44-2 (2S,4R,6S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-piperidine 
• 167902-78-5 N-phenyl-4,4-dimethoxy-2-tosylpentanamide 

Relevant academic research and scientific papers

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.

SULFONE MEDIATED RUPE AND RAPHAEL REARRANGEMENTS

Base-catalysed addition of methanol to propargylic sulfones selectively gave β-ketosulfones whereas mercuric salts catalysed additions gave γ-ketosulfones.The latter process has been used to prepare one half of pyrenophorine.