Organic Letters · 2013 · 24 citations · 53 references
EngineeringNatural SciencesDiversity-oriented SynthesisOrganic ChemistryCatalysisChemistrySyn-selective MannerAsymmetric Catalysisα-Sulfanyl LactonesSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringTrisubstituted Aziridines
Catalytic asymmetric Mannich-type reactions of α-sulfanyl lactones to aldimines were promoted by a chiral Ag complex/DBU binary catalyst. The reaction proceeded in a syn-selective manner in high enantioselectivity. Alkylative activation of the sulfide of the Mannich adduct allowed for the formation of trisubstituted aziridines.
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