Publication | Closed Access
Direct Carbon−Carbon Bond Formation via Soft Enolization: A Facile and Efficient Synthesis of 1,3-Diketones
111
Citations
0
References
2007
Year
Materials ScienceAsymmetric CatalysisEngineeringO-pfp EstersOrganic ChemistrySoft Enolate FormationCatalysisEfficient SynthesisChemistryReagent-grade ChSoft EnolizationPharmacologySynthesis MethodSynthetic ChemistryEnantioselective SynthesisNatural Product Synthesis
Ketones undergo soft enolate formation and acylation on treatment with MgBr(2).OEt(2), i-Pr(2)NEt, and various acylating agents to give 1,3-diketones. The process is particularly efficient for N-acylbenzotriazoles and O-Pfp esters, and, in these cases, is conducted with untreated, reagent-grade CH(2)Cl(2) open to the air, thus providing an exceptionally simple approach to the synthesis of this important class of compounds.