Synthesis of Isothiocineole and Application in Multi-gram Scale Sulfur Ylide-mediated Asymmetric Epoxidation and Aziridination

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Author(s)
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Date Issued
19 July 2018
Date Available
13T08:29:41Z May 2019
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.
Sponsorship
Irish Research Council
Science Foundation Ireland
Other Sponsorship
University of Bristol
Marie-Curie Action COFUND
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
DOI
Language
English
Status of Item
Peer reviewed
ISSN
0039-7881
This item is made available under a Creative Commons License
Owning collection
Chemistry Research Collection