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Solvent‐Dependent Enantiodivergent Mannich‐Type Reaction: Utilizing a Conformationally Flexible Guanidine/Bisthiourea Organocatalyst
159
Citations
55
References
2010
Year
Chemical EngineeringNovel OrganocatalystsEngineeringFlex ControlFlexible Catalyst 1Organic ChemistryEnthalpy–entropy CompensationCatalysisMolecular CatalysisChemistryAsymmetric CatalysisChemical KineticsEnantioselective SynthesisBiomolecular Engineering
Flex control: Malonate and tert-butoxycarbonyl (Boc)-protected imines react in the presence of the flexible catalyst 1 to furnish the S or the R adduct depending upon the solvent used. Kinetic analyses in this enantiodivergent organocatalysis show that enthalpy–entropy compensation explains this behavior.
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