91787-35-8Relevant articles and documents
Syntheses and structures of lithiated sulfones Li[CR(R′)SO2Ph] - C versus O bound lithium. [{Li{CH(Me)SO2Ph}(thf)}∞] - The structure of a C-bound derivative
Linnert, Matthias,Bruhn, Clemens,Wagner, Christoph,Steinborn, Dirk
, p. 2358 - 2367 (2007/10/03)
Sulfones RCH(R′)SO2Ph were reacted with n-BuLi in thf/n-hexane (R/R′ = H/Me, Me/Et, H/CH2Ph) and toluene/n-hexane (R/R′ = Me/Ph) yielding under deprotonation Li[CR(R′)SO2Ph] which reacted with Me3SiCl and n-Bus
Sulfone reagents in organic synthesis. VI. Sulfonyl- and silyl-substituted hydrocarbons as versatile carbanion precursors in organic synthesis
Eisch, John J.,Behrooz, Mohammad,Dua, Suresh K.
, p. 121 - 136 (2007/10/02)
The basic organometallic chemistry of β-silyl-substituted acetylenic, vinylic and alkyl sulfones has been investigated, with attention being given to metallation, carbometallation and the chemical reduction of carbon-carbon unsaturation. 2-Trimethylsilylvinyl and 2-trimethylsilylalkyl sulfones underwent smooth and stereoselective lithiation with RLi on the carbon α to the sulfonyl group. Carbometallation of vinyl sulfones could be achieved with RMgX or LiCuR2, but acetylenic sulfones carbometallated smoothly only with LiCuR2; with RMgX or RLi, these acetylenes underwent alkyldesulfonylation. The utility in synthesis of these metallo derivatives of sulfonyl-silyl-hydrocarbons is discussed and their value in elaborating carbon skeletons is illustrated for the preparation of alkenes, allenes, carbocycles and stereo-defined vinyl sulfones.
