Publication | Closed Access
Potassium 2‐oxo‐3‐enoates as Effective and Versatile Surrogates for α, β‐Unsaturated Aldehydes in NHC‐Catalyzed Asymmetric Reactions
35
Citations
62
References
2017
Year
Chemical EngineeringCross-coupling ReactionEngineeringSolid SaltsNatural SciencesDiversity-oriented SynthesisCo 2Organic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryNhc‐catalyzed Asymmetric ReactionsAsymmetric CatalysisVersatile SurrogatesAbstract Potassium 2‐Oxo‐3‐enoatesEnantioselective SynthesisPotassium 2‐Oxo‐3‐enoates
Abstract Potassium 2‐oxo‐3‐enoates, which are readily prepared at scale and easily stored, have been found to be effective and versatile surrogates for α,β‐unsaturated aldehydes in NHC‐catalyzed asymmetric reactions. Promoted by chiral N‐heterocyclic carbenes combined with LiCl, these easy‐to‐handle solid salts could release of CO 2 and then undergo asymmetric reactions via homoenolate and α, β‐unsaturated acyl azolium intermediate. The reactions have broad substrate scopes with high enantioselectivities. magnified image
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