Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B.

Show simple item record

dc.contributor.author Badrinarayanan, Sandhya en
dc.contributor.author Squire, Christopher en
dc.contributor.author Sperry, Jonathan en
dc.contributor.author Brimble, Margaret en
dc.date.accessioned 2018-11-21T21:19:39Z en
dc.date.issued 2017-07 en
dc.identifier.issn 1523-7060 en
dc.identifier.uri http://hdl.handle.net/2292/44525 en
dc.description.abstract The total synthesis of both enantiomers of pestalospirane B, 2, has been achieved using a bioinspired tandem dimerization-spiroketalization reaction. Electronic circular dichroism (ECD) and X-ray analysis were used to revise the absolute stereochemistry of the natural product pestalospirane B from 3S, 3'S, 12R, 12'R to its enantiomer 3R, 3'R, 12S, 12'S. en
dc.format.medium Print-Electronic en
dc.language eng 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. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.subject Xanthophylls en
dc.subject Benzoxepins en
dc.subject Spiro Compounds en
dc.subject Circular Dichroism en
dc.subject Molecular Structure en
dc.subject Stereoisomerism en
dc.title Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B. en
dc.type Journal Article en
dc.identifier.doi 10.1021/acs.orglett.7b01371 en
pubs.issue 13 en
pubs.begin-page 3414 en
pubs.volume 19 en
dc.rights.holder Copyright: The author en
dc.identifier.pmid 28621951 en
pubs.end-page 3417 en
pubs.publication-status Published en
dc.rights.accessrights http://purl.org/eprint/accessRights/RestrictedAccess en
pubs.subtype Research Support, Non-U.S. Gov't en
pubs.subtype Journal Article en
pubs.elements-id 632440 en
pubs.org-id Science en
pubs.org-id Biological Sciences en
pubs.org-id Chemistry en
pubs.org-id Science Research en
pubs.org-id Maurice Wilkins Centre (2010-2014) en
dc.identifier.eissn 1523-7052 en
pubs.record-created-at-source-date 2017-06-17 en
pubs.dimensions-id 28621951 en


Files in this item

There are no files associated with this item.

Find Full text

This item appears in the following Collection(s)

Show simple item record

Share

Search ResearchSpace


Browse

Statistics