66947-21-5Relevant academic research and scientific papers
SYNTHESIS OF β- AND γ-HYDROXY SULFONES BY REGIOSELECTIVE OPENING OF β,γ-EPOXY SULFONES
Najera, Carmen,Sansano, Jose Miguel
, p. 3993 - 4002 (2007/10/02)
β,γ-Epoxy sulfones 1 derived from allylic sulfones react regioselectively with organomagnesium compounds in the presence or not of catalytic amounts of copper(I) bromide to afford β-hydroxy sulfones 2 or γ-tosylated allylic alcoholates 5 respectively.The Michael type addition of Grignard reagents to intermediates 5 in the presence of catalytic amount of copper(I) bromide yields γ-hydroxy sulfones 6.The PCC oxidation of β- and γ-hydroxy sulfones give β- and γ-oxo sulfones 10 and 11 respectively.In the case of γ-oxo-sulfones their treatment with DBU affords α-substituted, α, β- unsaturated carbonyl compounds.
SULFONE MEDIATED RUPE AND RAPHAEL REARRANGEMENTS
Barre, V.,Massias, F.,Uguen, D.
, p. 7389 - 7392 (2007/10/02)
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.
