Synthesis of isothiocineole and application in multigram-scale sulfur ylide mediated asymmetric epoxidation and aziridination
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...
| Autores: | , , , , |
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| Tipo de documento: | artigo |
| Data de publicação: | 2018 |
| País: | España |
| Recursos: | Universitat Autònoma de Barcelona |
| Repositório: | Dipòsit Digital de Documents de la UAB |
| Idioma: | inglês |
| OAI Identifier: | oai:ddd.uab.cat:274097 |
| Acesso em linha: | https://ddd.uab.cat/record/274097 https://dx.doi.org/urn:doi:10.1055/s-0037-1609580 |
| Access Level: | Acceso aberto |
| Palavra-chave: | Asymmetric aziridination Asymmetric epoxidation Chiral sulfide Sulfur ylide |
| Resumo: | 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. |
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