65210-93-7Relevant academic research and scientific papers
An unprecedented stereoselective base-induced trimerization of an α-bromovinylsulfone
Fisher, Brendan,Lepage, Romain J.,White, Jonathan M.,Ye, Young,Krenske, Elizabeth H.,Rizzacasa, Mark A.
, p. 5529 - 5534 (2017/07/12)
A unprecedented base-induced trimerization of bromovinylsulfone 1 afforded the cyclohexene 6 as a single diastereoisomer. Optimization of this reaction gave the adduct 6 in 49% yield. A mechanistic rationale for the trimerization involving consecutive SN2′ additions and [3,3]-rearrangements and a final stereoselective intramolecular conjugate addition is proposed and supported by M06-2X density functional theory calculations.
