Angewandte Chemie International Edition · 2010 · 39 citations · 40 references
Natural SciencesChemistryCombinatorial ChemistryOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsHeterocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisKetonesSilane CouplingSilyl Ether DeprotectionSilylation ReactionsStereoselective Cross-coupling
Three components for total control: Trisubstituted silyl enol ethers were prepared by three-component coupling of α-silyl α,β-unsaturated ketones, organocopper reagents, and organic halides with complete regio- and stereoselectivity (see scheme). The reaction proceeded through a 1,3 migration of the silyl group via cyclic silicate intermediates, which controlled the configuration of the silyl enol ethers.
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Catalytic Enantioselective Aldol Reaction to Ketones
Kounosuke Oisaki, Dongbo Zhao, Motomu Kanai et al. · Journal of the American Chemical Society · 2006 · 148 citations