Synthesis of Isothiocineole and Application in Multi-gram Scale Sulfur Ylide-mediated Asymmetric Epoxidation and Aziridination
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|Title:||Synthesis of Isothiocineole and Application in Multi-gram Scale Sulfur Ylide-mediated Asymmetric Epoxidation and Aziridination||Authors:||Fearraigh, Martin P.
Matlock, Johnathan V.
McGarrigle, Eoghan M.
Aggarwal, Varinder K.
|Permanent link:||http://hdl.handle.net/10197/10398||Date:||19-Jul-2018||Online since:||2019-05-13T08:29:41Z||Abstract:||The synthesis of the chiral sulfide isothiocineole from limonene and elemental sulfur on multi-gram scale and its alkylation to make >50 g of the corresponding benzylsulfonium salt are described. The application of this salt to the sulfur ylide-mediated asymmetric epoxidation of aldehydes and the asymmetric aziridination of imines on a >5 g scale is demonstrated.||Funding Details:||Irish Research Council
Science Foundation Ireland
|Type of material:||Journal Article||Publisher:||Thieme||Journal:||Synthesis||Volume:||50||Issue:||17||Start page:||3337||End page:||3343||Copyright (published version):||2018 Thieme Publishing Group||Keywords:||Sulfur ylide; Asymmetric epoxidation; Asymmetric aziridination; Chiral sulfide||DOI:||10.1055/s-0037-1609580||Language:||en||Status of Item:||Peer reviewed|
|Appears in Collections:||Chemistry Research Collection|
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