Publication | Closed Access
Asymmetric Aziridination over Ylides: Highly Stereoselective Synthesis of Acetylenyl‐<i>N</i>‐sulfonylaziridines
104
Citations
26
References
1997
Year
DerivativesEngineeringNatural SciencesDiversity-oriented SynthesisGood Ee ValuesOrganic ChemistryPhase-transfer ConditionsStereoselective SynthesisChemistryAsymmetric AziridinationAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringHigh Cis Selectivity
Phase-transfer conditions can be used to synthesize (−)- or (+)-cis-acetylenyl-N-sulfonylaziridines (for example 3) by the reaction of N-sulfonylimines(1) with chiral sulfonium propargylides (2) derived from D-(+)-camphor. High cis selectivity and yields as well as moderate to good ee values are characteristic for these aziridinations.
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