97399-03-6Relevant academic research and scientific papers
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.
Application of the Peterson Olefination to the Preparation of Substituted Triafulvenes from Methoxycyclopropenylium Triflates
Schubert, Hans H.,Stang, Peter J.
, p. 5087 - 5090 (2007/10/02)
Three new unusually substituted triafulvenes were prepared by reacting methoxycyclopropenylium triflates with α-silyl substituted anions.The mode of a nucleophilic attack varied, depending on the anion.Attack occurred at the methoxy substituted carbon, yi
