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A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F5
journal contribution
posted on 2017-06-06, 13:50 authored by Robert Lee, Martin Lindley, Gareth PritchardGareth Pritchard, Marc KimberMarc KimberAppel reaction conditions have been harnessed to affect a mild biosynthetically inspired dehydration of endoperoxides to deliver multi-substituted electron rich furans. Unlike traditional dehydrative procedures, this method is metal and acid free, and can be achieved under redox neutral conditions. It is general for a range of aryl and alkyl substituted endoperoxides, and is functional group tolerant. Furthermore, this procedure has been used to deliver an effective total synthesis of the furan fatty acid (FFA) F5.
History
School
- Science
Department
- Chemistry
Published in
Chemical CommunicationsVolume
53Issue
47Pages
6327 - 6330Citation
LEE, R.J. ...et al., 2017. A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F5. Chemical Communications, 53 (47), pp. 6327-6330.Publisher
© Royal Society of ChemistryVersion
- AM (Accepted Manuscript)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Acceptance date
2017-05-12Publication date
2017-05-19Notes
This paper was published in the journal Chemical Communications and the definitive published version is available at http://dx.doi.org/10.1039/C7CC03229C.ISSN
0009-241XPublisher version
Language
- en