A double Mannich approach to the synthesis of substituted piperidones-application to the synthesis of substituted E-ring analogues of methyllycaconitine

Chan, YM; Balle, J; Sparrow, JK; Boyd, Peter; Brimble, Margaret; Barker, David

dc.contributor.author	Chan, YM	en
dc.contributor.author	Balle, J	en
dc.contributor.author	Sparrow, JK	en
dc.contributor.author	Boyd, Peter	en
dc.contributor.author	Brimble, Margaret	en
dc.contributor.author	Barker, David	en
dc.date.accessioned	2011-09-06T02:10:47Z	en
dc.date.issued	2010-08-28	en
dc.identifier.citation	TETRAHEDRON 66(35):7179-7191 28 Aug 2010	en
dc.identifier.issn	0040-4020	en
dc.identifier.uri	http://hdl.handle.net/2292/7711	en
dc.description.abstract	The double Mannich reaction of acyclic alpha,gamma-substituted beta-keto esters and bis(aminol) ethers gives substituted 3,5-substituted-4-piperidones with high levels of diastereoselectivity. These piperdiones can be easily transformed into substituted E-ring analogues of the delphinium alkaloid methyllycacotine. (C) 2010 Elsevier Ltd. All rights reserved.	en
dc.language	EN	en
dc.publisher	PERGAMON-ELSEVIER SCIENCE 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. Details obtained from 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	Mannich reaction	en
dc.subject	4-Piperidones	en
dc.subject	Multicomponent reaction	en
dc.subject	Methyllycacontine	en
dc.subject	ALPHA-3-BETA-4-ASTERISK-NICOTINIC ACETYLCHOLINE-RECEPTORS	en
dc.subject	BETA-KETO-ESTERS	en
dc.subject	DIASTEREOSELECTIVE SYNTHESIS	en
dc.subject	EFFICIENT SYNTHESIS	en
dc.subject	2,4-DISUBSTITUTED PIPERIDINES	en
dc.subject	ALKALOID METHYLLYCACONITINE	en
dc.subject	STEREOSELECTIVE-SYNTHESIS	en
dc.subject	BIS(AMINOL) ETHERS	en
dc.subject	CONCISE SYNTHESIS	en
dc.subject	CONDENSATION	en
dc.title	A double Mannich approach to the synthesis of substituted piperidones-application to the synthesis of substituted E-ring analogues of methyllycaconitine	en
dc.type	Journal Article	en
dc.identifier.doi	10.1016/j.tet.2010.06.084	en
pubs.issue	35	en
pubs.begin-page	7179	en
pubs.volume	66	en
dc.rights.holder	Copyright: 2010 Elsevier Ltd.	en
pubs.end-page	7191	en
pubs.publication-status	Published	en
dc.rights.accessrights	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	120197	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	2010-09-28	en