Angewandte Chemie International Edition · 2011 · 75 citations · 15 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganometallic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCatalytic MaterialsCatalytic MechanismsHeterocyclic ChemistryAsymmetric CatalysisCatalytic Reaction MechanismsEnantioselective CatalysisEnantioselective SynthesisKetones
Enantioselective conjugate addition of HCN to α,β-unsaturated ketones catalyzed by the combined system of [Ru{(S)-phgly}2{(S)-binap}] and C6H5OLi has afforded β-cyano ketones in high yield (see scheme). No detectable amount of the corresponding 1,2-adduct was produced and tert-C4H9OCH3 was the solvent of choice. The cyanation was conducted with a substrate-to-catalyst molar ratio in the range of 200:1–1000:1 at −20–0 °C. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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Yuta Tanaka, Motomu Kanai, Masakatsu Shibasaki · Journal of the American Chemical Society · 2010 · 131 citations