238747-46-1Relevant articles and documents
Ring-opening of NH-aziridines with thiols in ionic liquids: Application to the synthesis of aminosulfide catalysts for asymmetric epoxidation of aldehydes
Namutebi, Mariam,McGarrigle, Eoghan M.,Aggarwal, Varinder K.
experimental part, p. 1250 - 1272 (2010/08/21)
The ring opening of NH-aziridines with thiols was found to proceed in good yield at room temperature in the presence of an ionic liquid1-butyl-3- methylimidazolium chloride (BMIM chloride). This mild methodology was applied to the synthesis of a camphor-derived chiral aminosulfide. The sulfide was used to generate a sulfur ylide, which effected an asymmetric epoxidation of benzaldehyde (e.r. 85:15, trans:cis 90:10, 87% yield). The amino group enabled easy recovery of the sulfide (98% yield) after the reaction by a simple acid/base extraction. Copyright Taylor & Francis Group.