Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/137371
Citations | ||
Scopus | Web of Science® | Altmetric |
---|---|---|
?
|
?
|
Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Vieira de Castro, T. | - |
dc.contributor.author | Huang, D.M. | - |
dc.contributor.author | Sumby, C.J. | - |
dc.contributor.author | Lawrence, A.L. | - |
dc.contributor.author | George, J.H. | - |
dc.date.issued | 2023 | - |
dc.identifier.citation | Chemical Science, 2023; 14(4):950-954 | - |
dc.identifier.issn | 2041-6520 | - |
dc.identifier.issn | 2041-6539 | - |
dc.identifier.uri | https://hdl.handle.net/2440/137371 | - |
dc.description.abstract | A concise synthesis of a stereochemically complex meroterpenoid, peshawaraquinone, via the unsymmetrical dimerization of its achiral precursor, dehydro-a-lapachone, is reported. Enabled by reversible oxa-6p-electrocyclizations of 2H-pyran intermediates, the base-catalyzed dimerization sets up an intramolecular (3 + 2) cycloaddition, with the formation of six stereocenters during the cascade. Combining the generation and in situ dimerization of dehydro-a-lapachone allows a one-step total synthesis of peshawaraquinone from lawsone and prenal. | - |
dc.description.statementofresponsibility | Tomas Vieira de Castro, David M. Huang, Christopher J. Sumby, Andrew L. Lawrence and Jonathan H. George | - |
dc.language.iso | en | - |
dc.publisher | Royal Society of Chemistry (RSC) | - |
dc.rights | © 2023 The Author(s). Published by the Royal Society of Chemistry. Open Access Article. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. | - |
dc.source.uri | http://dx.doi.org/10.1039/d2sc05377b | - |
dc.title | A bioinspired, one-step total synthesis of peshawaraquinone | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1039/d2sc05377b | - |
dc.relation.grant | http://purl.org/au-research/grants/arc/DP200102964 | - |
dc.relation.grant | http://purl.org/au-research/grants/arc/LE210100163 | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Huang, D.M. [0000-0003-2048-4500] | - |
dc.identifier.orcid | Sumby, C.J. [0000-0002-9713-9599] | - |
dc.identifier.orcid | George, J.H. [0000-0002-7330-2160] | - |
Appears in Collections: | Chemistry publications |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
hdl_137371.pdf | Published version | 668.95 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.