Total synthesis of the photoprotecting dipyrrolobenzoquinone (+)-terreusinone.

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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


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