6668-16-2Relevant academic research and scientific papers
Novel episulfone substitution and ring-opening reactions via α-sulfonyl carbanion intermediates
Simpkins, Nigel S.
, p. 197 - 211 (2007/10/03)
Three-membered cyclic sulfones undergo substitution on treatment with base-electrophile mixtures, such as LDA-Me3SiCl and tBu-P4-phosphazene base-PhCHO, to give either substituted episulfones or the corresponding alkenes following loss of SO2-In the absence of Me3SiCl, reaction of episulfones with LDA results in ring-opening to give alkenyl sulfinate intermediates, which can be alkylated to give (E)-alkenyl sulfone products in stereoselective fashion.
SYMMETRISCHE ALKENE UEBER EPISULFONE AUS PRIMAEREN SULFONYLCHLORIDEN
Opitz, Guenter,Ehlis, Thomas,Rieth, Karlheinz
, p. 3131 - 3132 (2007/10/02)
Primary sulfonyl chlorides RCH2SO2Cl (R=Alk or Ar) react with triethylamine in acetonitrile solution at -40 degC to give mixtures of cis- and trans-2,3-disubstituted thiirane-1,1-dioxides which can be thermolyzed to the corresponding Z- and E-alkenes.
