Total syntheses of (±)-spiroindimicins B and C enabled by a late-stage Schöllkopf–Magnus–Barton–Zard (SMBZ) reaction

Blair, LM; Sperry, Jonathan

dc.contributor.author	Blair, LM	en
dc.contributor.author	Sperry, Jonathan	en
dc.date.accessioned	2016-11-04T02:34:13Z	en
dc.date.issued	2016	en
dc.identifier.citation	Chemical Communications, 2016, 52(4), pp. 800-802	en
dc.identifier.issn	1359-7345	en
dc.identifier.uri	http://hdl.handle.net/2292/30965	en
dc.description.abstract	The spiroindimicins are a family of structurally unprecedented alkaloids isolated from the deep-sea-derived marine actinomycete Streptomyces sp. SCSIO 03032. The total syntheses of (±)-spiroindimicins B and C are disclosed, the first of any member of this family. Central to the successful strategy was installing the spirocentre using a mild intramolecular Heck reaction, the assembly of a pentacyclic spirobisindole by Fischer indolization and a late-stage Schöllkopf-Magnus-Barton-Zard (SMBZ) reaction to construct the trisubstituted pyrrole.	en
dc.description.uri	http://pubs.rsc.org/en/Journals/JournalIssues/CC#!recentarticles&adv	en
dc.publisher	Royal Society of Chemistry	en
dc.relation.ispartofseries	Chemical Communications	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/1359-7345/	en
dc.rights.uri	https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm	en
dc.title	Total syntheses of (±)-spiroindimicins B and C enabled by a late-stage Schöllkopf–Magnus–Barton–Zard (SMBZ) reaction	en
dc.type	Journal Article	en
dc.identifier.doi	10.1039/C5CC09060A	en
pubs.issue	4	en
pubs.begin-page	800	en
pubs.volume	52	en
dc.rights.holder	Copyright: Royal Society of Chemistry	en
dc.identifier.pmid	26569421	en
pubs.author-url	http://pubs.rsc.org/en/content/articlehtml/2016/cc/c5cc09060a?page=search	en
pubs.end-page	802	en
pubs.publication-status	Published	en
dc.rights.accessrights	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	506736	en
pubs.org-id	Science	en
pubs.org-id	Chemistry	en
dc.identifier.eissn	1364-548X	en
pubs.record-created-at-source-date	2016-11-04	en
pubs.dimensions-id	26569421	en