92610-32-7Relevant academic research and scientific papers
Dilithiated 3-tosylpropanal dimethyl acetal as β,β-acylvinyl dianion or homoenolate dianion equivalent
Bonete, Pedro,Najera, Carmen
, p. 4111 - 4122 (2007/10/03)
3,3-Dilithio-1,1-dimethoxy-3-tosylpropane (6) reacts with mono and dielectrophiles to give dialkylated products 7 and carbocyclic derivatives 8, respectively. Hydrolysis of the acetal function followed by DBU dehydrosulfinylation of these products affords β,β-disubstituted propenal derivatives 11 and 12. Reductive desulfonylation of compounds 8g-j provides β,β-disubstituted propanal acetals 14.
AN EFFICIENT REAGENT FOR SYNTHESIS OF α,β-UNSATURATED ALDEHYDES 3-METHYLTHIO-2-PROPENYL p-TOLYL SULFONE
Ogura, Katsuyuki,Iihama, Teruyuki,Takahashi, Kazumasa,Iida, Hirodata
, p. 2671 - 2674 (2007/10/02)
Alkylation of 3-methylthio-2-propenyl p-tolyl sulfone (1) with an alkyl halide and a base (NaH or KOH-TOMAC) took place at the position α to the sulfonyl group to give optionally a mono- or dialkylated product (2 or 3), which was converted to β-monosubstituted or β,β-disubstituted α,β-unsaturated aldehyde (6 or 7), respectively, by TiCl4-assisted hydrolysis followed by the removal of p-toluenesulfinic acid.
