Novel Use of N-Carboalkoxy α,β-Unsaturated Iminium Ions as Dienophiles in Diels-Alder Reactions

O'Connor, Patrick; Körber, K; Brimble, Margaret

dc.contributor.author	O'Connor, Patrick	en
dc.contributor.author	Körber, K	en
dc.contributor.author	Brimble, Margaret	en
dc.date.accessioned	2011-09-19T04:02:12Z	en
dc.date.issued	2008	en
dc.identifier.citation	Synlett 2008(7): 1036-1038 2008	en
dc.identifier.issn	0936-5214	en
dc.identifier.uri	http://hdl.handle.net/2292/8109	en
dc.description.abstract	Tricyclic spiro-N,O-acetals have been assembled in a single step by cycloaddition of hydroxymethyl-substituted dienes to iminium ion activated dienophiles that were generated by acidolysis of α,β-unsaturated-N-carboalkoxy-N,O-acetals or β-methoxymethyl-N-carboalkoxy-enamines. The cycloaddition was conducted using Sc(OTf)3 as a mild Lewis acid affording the endo adducts in moderate yields.	en
dc.language	EN	en
dc.publisher	GEORG THIEME VERLAG KG	en
dc.relation.ispartofseries	Synlett	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/0936-5214/	en
dc.rights.uri	https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm	en
dc.subject	iminium ion	en
dc.subject	Diels-Alder	en
dc.subject	cycloaddition	en
dc.subject	ELECTROORGANIC CHEMISTRY	en
dc.subject	ORGANIC-SYNTHESIS	en
dc.subject	PRECURSORS	en
dc.subject	ALKALOIDS	en
dc.subject	LACTAM	en
dc.title	Novel Use of N-Carboalkoxy α,β-Unsaturated Iminium Ions as Dienophiles in Diels-Alder Reactions	en
dc.type	Journal Article	en
dc.identifier.doi	10.1055/s-2008-1072658	en
pubs.issue	7	en
pubs.begin-page	1036	en
pubs.volume	2008	en
dc.rights.holder	Copyright: Georg Thieme Verlag Stuttgart New York	en
pubs.end-page	1038	en
dc.rights.accessrights	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	80841	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