Synthesis of 6,6-Bisbenzannulated Spiroketals Related to the Rubromycins Using a Double Intramolecular Hetero-Michael Addition (DIHMA)

Choi, Peter; Rathwell, Dominea; Brimble, Margaret

dc.contributor.author	Choi, Peter	en
dc.contributor.author	Rathwell, Dominea	en
dc.contributor.author	Brimble, Margaret	en
dc.date.accessioned	2011-09-19T21:28:15Z	en
dc.date.issued	2009	en
dc.identifier.citation	TETRAHEDRON LETT 50(26):3245-3248 01 Jul 2009	en
dc.identifier.issn	0040-4039	en
dc.identifier.uri	http://hdl.handle.net/2292/8146	en
dc.description.abstract	The synthesis of a series of 6,6-bisbenzannulated spiroketals using a novel microwave-assisted DIHMA approach is reported. Coupling of an aryl acetylene and an aryl aldehyde via acetylide anion addition resulted in the formation of an alkynol which was followed by oxidation to the desired ynone. Spirocyclization using the DIHMA protocol afforded the desired bisbenzannulated spiroketal in good yield.	en
dc.language	EN	en
dc.publisher	Elsevier Ltd.	en
dc.relation.ispartofseries	Tetrahedron 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. Details obtained from http://www.sherpa.ac.uk/romeo/issn/0040-4039/	en
dc.rights.uri	https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm	en
dc.subject	CALYCULIN C-16-C-25 FRAGMENT	en
dc.subject	STREPTOMYCES SP MJ929-SF2	en
dc.subject	DNA HELICASE	en
dc.subject	PURPUROMYCIN	en
dc.subject	HELIQUINOMYCIN	en
dc.subject	STRATEGY	en
dc.subject	SKELETON	en
dc.subject	MOIETY	en
dc.subject	AGENTS	en
dc.subject	CYCLOADDITION	en
dc.title	Synthesis of 6,6-Bisbenzannulated Spiroketals Related to the Rubromycins Using a Double Intramolecular Hetero-Michael Addition (DIHMA)	en
dc.type	Journal Article	en
dc.identifier.doi	10.1016/j.tetlet.2009.02.030	en
pubs.issue	26	en
pubs.begin-page	3245	en
pubs.volume	50	en
dc.rights.holder	Copyright: 2009 Elsevier Ltd.	en
pubs.end-page	3248	en
dc.rights.accessrights	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	86195	en
pubs.org-id	Medical and Health Sciences	en
pubs.org-id	Medical Sciences	en
pubs.org-id	Auckland Cancer Research	en
pubs.org-id	School of Medicine	en
pubs.org-id	Surgery Department	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