Abstract
Reaction of carbonyl compounds with chloromethyl p-tolyl sulphone or with chloro(phenyl)acetonitrile in a two-phase system, in the presence of chiral ammonium salts, affords the corresponding oxirans with 0–2.5% optical yields. The presence of a hydroxy-group β to the ‘onium’ function is essential to achieve asymmetric induction. Asymmetric induction is increased by binding of the catalyst to a polymeric matrix to give optical yields up to 23%.
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