936641-30-4Relevant academic research and scientific papers
Development and application of a direct vinyl lithiation of cis-stilbene and a directed vinyl lithiation of an unsymmetrical cis-stilbene
Cotter, Juliet,Hogan, Anne-Marie L.,O'Shea, Donal F.
, p. 1493 - 1496 (2007)
Equation Presented The vinyl deprotonation of cis-stilbene can be readily achieved using s-BuLi in THF at -25°C. The generated 1-lithio-1,2- diphenylethene undergoes an in situ Z-to-E isomerization, and subsequent reaction with electrophiles results in an efficient stereoselective synthesis of trisubstituted alkenes. A directed vinyl lithiation of the unsymmetrical cis-stilbene 2-styryl-phenyl-carbamic acid tert-butyl ester can be achieved regioselectively, thereby expanding this methodology for further synthetic applications in indole chemistry.
