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Ruthenium Complex-Catalyzed Reaction of Isocyanoacetate and<i>N</i>-Sulfonylimines: Stereoselective Synthesis of<i>N</i>-Sulfonyl-2-Imidazolines
55
Citations
34
References
1997
Year
EngineeringBiochemistryNatural SciencesRuthenium Complex-catalyzed ReactionOrganic ChemistryOrganometallic CatalysisCatalysisNeutral ConditionsChemistryStereoselective Synthesis2,3-Diamino AcidsAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringMethyl Isocyanoacetate Proceeds
Ruthenium(II)-catalyzed reaction of N-sulfonylimines with methyl isocyanoacetate proceeds efficiently under neutral, mild conditions to give trans-2-imidazolines stereoselectively in high yields. 2,3-Diamino acids can be easily acquired via the hydrolysis of the imidazolines in excellent yields. A possible mechanism for the ruthenium-catalyzed aldol reaction of the imines under neutral conditions is discussed.
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