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Me<sub>2</sub>(CH<sub>2</sub>Cl)SiCN: Bifunctional Cyanating Reagent for the Synthesis of Tertiary Alcohols with a Chloromethyl Ketone Moiety via Ketone Cyanosilylation
68
Citations
62
References
2016
Year
EngineeringOrganic ChemistryChemistryNovel OrganocatalystsKetone CyanosilylationEnantioselective Ketone CyanosilylationOrganometallic CatalysisInorganic ChemistryCross-coupling ReactionBiochemistryCatalysisNatural Product SynthesisAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringNatural SciencesBifunctional Cyanating ReagentTertiary AlcoholsOne-pot Sequential Synthesis
We report a novel bifunctional cyanating reagent, Me2(CH2Cl)SiCN, which paves the way to a one-pot sequential synthesis of tertiary alcohols featuring a chloromethyl ketone moiety via enantioselective ketone cyanosilylation. This method contributes to gram-scale enantioselective total synthesis of the aggregation pheromone of the Colorado potato beetle, (S)-CPB.
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