dc.contributor.author |
Brimble, Margaret |
en |
dc.contributor.author |
Flowers, Christopher |
en |
dc.contributor.author |
Trzoss, Michael |
en |
dc.contributor.author |
Tsang, Kit |
en |
dc.date.accessioned |
2011-10-25T01:55:17Z |
en |
dc.date.issued |
2006 |
en |
dc.identifier.citation |
Tetrahedron 62(25):5883-5896 2006 |
en |
dc.identifier.issn |
0040-4020 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/8415 |
en |
dc.description.abstract |
The facile synthesis of a series of aromatic 6,6-spiroacetals based on the parent 3,4,3′,4′-tetrahydro-2,2′-spirobis(2H-1-benzopyran) heterocyclic system is reported. Key steps included the use of a Sonogashira coupling for the synthesis of an aryl acetylene that was coupled to an aryl aldehyde to form a propargyl alcohol intermediate. Hydrogenation of the alkynol followed by oxidation produced a masked dihydroxy ketone that upon treatment with trimethylsilyl bromide underwent deprotection and cyclisation to the fused aromatic spiroacetal. |
en |
dc.language |
EN |
en |
dc.publisher |
Elsevier Ltd. |
en |
dc.relation.ispartofseries |
Tetrahedron |
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. http://www.sherpa.ac.uk/romeo/issn/0040-4020/ |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.subject |
STREPTOMYCES SP MJ929-SF2 |
en |
dc.subject |
GAMMA-RUBROMYCIN |
en |
dc.subject |
SPIROKETAL SKELETON |
en |
dc.subject |
DNA HELICASE |
en |
dc.subject |
PURPUROMYCIN |
en |
dc.subject |
HELIQUINOMYCINONE |
en |
dc.subject |
DERIVATIVES |
en |
dc.subject |
INHIBITION |
en |
dc.subject |
CATALYST |
en |
dc.subject |
AGENTS |
en |
dc.title |
A facile synthesis of fused aromatic spiroacetals based on the 3,4,3',4'-tetrahydro-2,2'-spirobis(2H-1-benzopyran) skeleton |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1016/j.tet.2006.04.026 |
en |
pubs.issue |
25 |
en |
pubs.begin-page |
5883 |
en |
pubs.volume |
62 |
en |
dc.rights.holder |
Copyright: PERGAMON-ELSEVIER SCIENCE LTD |
en |
pubs.end-page |
5896 |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
64999 |
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 |
pubs.record-created-at-source-date |
2010-09-01 |
en |