62872-76-8Relevant academic research and scientific papers
Organic synthesis with sulfones no. XXXV. Iron catalysed condensation and hydrogenolysis of vinylic sulfones with Grignard reagents. A stereoselective synthesis of di- and trisubstituted olefins
Fabre, Jean-Luc,Julia, Marc,Verpeaux, Jean-Noel
, p. 772 - 778 (2007/10/02)
Vinylic sulfones are readily available in the E or Z configuration.Condensation with primary Grignard reagents occurs stereospecifically in the presence of iron catalysts, leading to trisubstituted olefins.With secondary Grignards stereospecific hydrogenolysis to 1,2-disubstituted olefins is observed.
Synthese Stereoselective des Sulfones vinyliques Z et E.
Julia, Marc,Launay, Michele,Stacino, Jean-Pierre,Verpeaux, Jean-Noel
, p. 2465 - 2468 (2007/10/02)
The condensation of α-sulphonyl carbanions with esters or with aldehydes (followed in this case by oxidation) gives β-ketosulphones.These were reduced stereoselectively into threo β-hydroxysulphones.Basic conditions have been found where the corresponding
Selective alkylation of allyl phenyl sulphone. A novel synthesis of alk-2-enes
Savoia, Diego,Trombini, Claudio,Umani-Ronchi, Achille
, p. 123 - 125 (2007/10/12)
Treatment of the lithium salt of allyl phenyl sulphone (1) with a variety of alkyl halides affords exclusively α-alkylated products (2a-d). which are easily isomerized to (E)-αβ-unsaturated phenyl sulphones (4a-d) with catalytic amounts of t-butoxide. A new, simple method of reductive cleavage of the carbon-sulphur bonds of compounds (2)-(4) with potassium-graphite (C8K) is described, providing a general route to alk-2-enes [(5) and (6)] in satisfactory yields.
