dc.contributor.author |
Chan, STS |
en |
dc.contributor.author |
Pullar, MA |
en |
dc.contributor.author |
Khalil, IM |
en |
dc.contributor.author |
Allouche, E |
en |
dc.contributor.author |
Barker, David |
en |
dc.contributor.author |
Copp, Brent |
en |
dc.date.accessioned |
2017-11-20T23:06:02Z |
en |
dc.date.available |
2015-02-08 |
en |
dc.date.issued |
2015-03-18 |
en |
dc.identifier.citation |
Tetrahedron Letters, 56(12):1486-1488, 18 Mar 2015 |
en |
dc.identifier.issn |
0040-4039 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/36484 |
en |
dc.description.abstract |
Stirring 2-geranyl-6-methoxy-1,4-hydroquinone in pyridine/O2 or 2-geranyl-6-methoxy-1,4-benzoquinone in pyridine/N2 affords the dimeric meroterpenoid natural products, scabellones A–C in modest to low yields and also identifies 2-methoxy-6-(4-methylpent-3-en-1-yl)-1,4-naphthoquinone (scabellone E) as a new natural product. The corresponding reaction of the des-methoxy analogue, 2-geranyl-1,4-benzoquinone in degassed pyridine for three days afforded the natural product cordiachromene A (15% yield) and 6-(4-methylpent-3-en-1-yl)-1,4-naphthoquinone (12%), the latter being a likely biosynthetic precursor to the marine meroterpenoid alkaloids, conicaquinones A and B. |
en |
dc.language |
English |
en |
dc.publisher |
Elsevier |
en |
dc.relation.ispartofseries |
Tetrahedron Letters |
en |
dc.rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://sherpa.ac.uk/romeo/issn/0040-4039/
https://www.elsevier.com/about/our-business/policies/sharing |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.rights.uri |
https://creativecommons.org/licenses/by-nc-nd/4.0/ |
en |
dc.title |
Bio-inspired dimerisation of prenylated quinones directed towards the synthesis of the meroterpenoid natural products, the scabellones |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1016/j.tetlet.2015.02.024 |
en |
pubs.issue |
12 |
en |
pubs.begin-page |
1486 |
en |
pubs.volume |
56 |
en |
dc.description.version |
AM - Accepted Manuscript |
en |
dc.rights.holder |
Copyright: Elsevier |
en |
pubs.author-url |
http://www.sciencedirect.com/science/article/pii/S004040391500283X |
en |
pubs.end-page |
1488 |
en |
pubs.publication-status |
Published |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/OpenAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
478473 |
en |
pubs.org-id |
Science |
en |
pubs.org-id |
Chemistry |
en |
pubs.org-id |
Science Research |
en |
pubs.org-id |
Maurice Wilkins Centre (2010-2014) |
en |
dc.identifier.eissn |
1873-3581 |
en |
pubs.record-created-at-source-date |
2017-11-21 |
en |
pubs.online-publication-date |
2015-02-13 |
en |