Enantioselective Synthesis of the 3C-Protease Inhibitor (-)-Thysanone using a Staunton-Weinreb Annulation Strategy

Sperry, Jonathan; Yuen, Tsz; Brimble, Margaret

dc.contributor.author	Sperry, Jonathan	en
dc.contributor.author	Yuen, Tsz	en
dc.contributor.author	Brimble, Margaret	en
dc.date.accessioned	2011-09-19T00:04:48Z	en
dc.date.issued	2009	en
dc.identifier.citation	Synthesis 2009(15):2561-2569 2009	en
dc.identifier.issn	0039-7881	en
dc.identifier.uri	http://hdl.handle.net/2292/8025	en
dc.description.abstract	The total synthesis of (-)-thysanone is described. The key step involves the addition of an o-toluate anion to a lactone to create the naphthopyran framework (Staunton-Weinreb annulation). This synthesis further confirms the absolute stereochemistry of the natural product to be 1R,3S.	en
dc.language	EN	en
dc.publisher	Georg Thieme Verlag Stuttgart New York	en
dc.relation.ispartofseries	Synthesis	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/0039-7881/	en
dc.rights.uri	https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm	en
dc.subject	thysanone	en
dc.subject	Staunton-Weinreb annulation	en
dc.subject	total synthesis	en
dc.subject	natural products	en
dc.subject	polycycles	en
dc.subject	3C PROTEASE INHIBITOR	en
dc.subject	ABSOLUTE-CONFIGURATION	en
dc.subject	ASYMMETRIC-SYNTHESIS	en
dc.subject	HAUSER ANNULATION	en
dc.subject	DEOXY ANALOGS	en
dc.subject	METHYL-ETHER	en
dc.subject	THYSANONE	en
dc.subject	ACID	en
dc.subject	DERIVATIVES	en
dc.subject	STEREOCHEMISTRY	en
dc.title	Enantioselective Synthesis of the 3C-Protease Inhibitor (-)-Thysanone using a Staunton-Weinreb Annulation Strategy	en
dc.type	Journal Article	en
dc.identifier.doi	10.1055/s-0029-1217390	en
pubs.issue	15	en
pubs.begin-page	2561	en
pubs.volume	2009	en
dc.rights.holder	Copyright: Georg Thieme Verlag Stuttgart New York	en
pubs.end-page	2569	en
dc.rights.accessrights	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	86199	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