69690-41-1Relevant academic research and scientific papers
Iridium-catalyzed regioselective and enantioselective allylation of trimethylsiloxyfuran
Chen, Wenyong,Hartwig, John F.
, p. 15249 - 15252 (2012/10/29)
We report the regio- and enantioselective allylation of an ester enolate, trimethylsiloxyfuran. This enolate reacts at the 3-position with linear aromatic allylic carbonates or aliphatic allylic benzoates to form the branched substitution products in the presence of a metallacyclic iridium catalyst. This process provides access to synthetically important 3-substituted butenolides in enantioenriched form. Stoichiometric reactions of the allyliridium intermediate suggest that the trimethylsiloxyfuran is activated by the carboxylate leaving group.
