dc.contributor.author |
Wang, C |
en |
dc.contributor.author |
Sperry, Jonathan |
en |
dc.coverage.spatial |
United States |
en |
dc.date.accessioned |
2012-01-16T23:44:28Z |
en |
dc.date.issued |
2011-12 |
en |
dc.identifier.citation |
Organic Letters 13(24):6444-6447 Dec 2011 |
en |
dc.identifier.issn |
1523-7060 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/10578 |
en |
dc.description.abstract |
The first synthesis of (+)-terreusinone 1, a dipyrrolobenzoquinone with a potent UV-A protecting capability, is described. Key transformations include a one-pot Larock indolization-Sonogashira coupling reaction and the hydroamination of an unsubstituted ortho-alkynylaniline catalyzed by a cationic gold(I) complex. The synthesis proceeds in eight steps from commercially available starting materials, confirming the structure and absolute configuration of the natural product. |
en |
dc.language |
eng |
en |
dc.publisher |
American Chemical Society |
en |
dc.relation.ispartofseries |
Organic 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://www.sherpa.ac.uk/romeo/issn/1523-7060/ |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.title |
Total synthesis of the photoprotecting dipyrrolobenzoquinone (+)-terreusinone. |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1021/ol2027398 |
en |
pubs.issue |
24 |
en |
pubs.begin-page |
6444 |
en |
pubs.volume |
13 |
en |
dc.rights.holder |
Copyright: 2011 American Chemical Society |
en |
dc.identifier.pmid |
22082197 |
en |
pubs.end-page |
6447 |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
244796 |
en |
pubs.org-id |
Science |
en |
pubs.org-id |
Chemistry |
en |
dc.identifier.eissn |
1523-7052 |
en |
pubs.record-created-at-source-date |
2012-01-17 |
en |
pubs.dimensions-id |
22082197 |
en |