Synthesis of isothiocineole and application in multigram-scale sulfur ylide mediated asymmetric epoxidation and aziridination
Fearraigh, Martin P.Ó. (University College Dublin. Centre for Synthesis and Chemical Biology)
Matlock, Johnathan V. (University of Bristol)
Illa, Ona (Universitat Autònoma de Barcelona. Departament de Química)
McGarrigle, Eoghan M. (University College Dublin. Centre for Synthesis and Chemical Biology)
Aggarwal, Varinder K. (University of Bristol)

Date:	2018
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.
Rights:	Aquest material està protegit per drets d'autor i/o drets afins. Podeu utilitzar aquest material en funció del que permet la legislació de drets d'autor i drets afins d'aplicació al vostre cas. Per a d'altres usos heu d'obtenir permís del(s) titular(s) de drets.
Language:	Anglès
Document:	Article ; recerca ; Versió acceptada per publicar
Subject:	Asymmetric aziridination ; Asymmetric epoxidation ; Chiral sulfide ; Sulfur ylide
Published in:	Synthesis, Vol. 50, Issue 17 (September 2018) , p. 3337-3343, ISSN 1437-210X

DOI: 10.1055/s-0037-1609580

Postprint 7 p, 896.4 KB

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Research literature > UAB research groups literature > Research Centres and Groups (research output) > Experimental sciences > Synthesis of Bioactive Organic Compounds and Functional Materials (SynOrgFUN)
Articles > Research articles
Articles > Published articles