Total synthesis of (+/-)-2-isocyanoallopupukeanane

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DC Field	Value	Language
dc.contributor.author	Ho, TL	en_US
dc.contributor.author	Kung, LR	en_US
dc.contributor.author	Chein, RJ	en_US
dc.date.accessioned	2014-12-08T15:44:49Z	-
dc.date.available	2014-12-08T15:44:49Z	-
dc.date.issued	2000-09-08	en_US
dc.identifier.issn	0022-3263	en_US
dc.identifier.uri	http://dx.doi.org/10.1021/jo000668w	en_US
dc.identifier.uri	http://hdl.handle.net/11536/30255	-
dc.description.abstract	2-Isocyanoallopupukeanane (4) has been obtained in racemic form from methyl 2-exo-methylbicyclo-[2.2.1]hept-5-ene-2-endo-carboxylate via dibromocarbene addition, S(N)2' displacement, chain extension, and elaboration of the unsaturated ketone 12c which underwent an intramolecular hetero-Diels-Alder reaction to afford 13 containing all the skeletal carbon atoms. The dihydropyran unit was cleaved by ozonolysis to give the tricarbocyclic intermediate which required seven more steps to complete the synthesis.	en_US
dc.language.iso	en_US	en_US
dc.title	Total synthesis of (+/-)-2-isocyanoallopupukeanane	en_US
dc.type	Article	en_US
dc.identifier.doi	10.1021/jo000668w	en_US
dc.identifier.journal	JOURNAL OF ORGANIC CHEMISTRY	en_US
dc.citation.volume	65	en_US
dc.citation.issue	18	en_US
dc.citation.spage	5774	en_US
dc.citation.epage	5779	en_US
dc.contributor.department	應用化學系	zh_TW
dc.contributor.department	Department of Applied Chemistry	en_US
dc.identifier.wosnumber	WOS:000089310200043	-
dc.citation.woscount	15	-
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