Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/99103
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dc.contributor.authorTsai, Jui-Chizh_TW
dc.contributor.authorLin, Yi-Hueizh_TW
dc.contributor.authorChen, Guei-Tangzh_TW
dc.contributor.authorGao, Yu-Kaizh_TW
dc.contributor.authorTseng, Yu-Chezh_TW
dc.contributor.authorKao, Chien-Lunzh_TW
dc.contributor.authorChiou, Wen-Huazh_TW
dc.contributor.author邱文華zh_TW
dc.date2018-11-02-
dc.date.accessioned2019-10-02T05:59:05Z-
dc.date.available2019-10-02T05:59:05Z-
dc.identifier.urihttp://hdl.handle.net/11455/99103-
dc.description.abstractA domino method for the rapid syntheses of 1-azabicyclo[x.y.0]alkane scaffolds, such as indolizidines, quinolizidines, decahydropyridoazepines, and their derivatives, has been developed. This strategy involved a rhodium-catalyzed hydroformylation of allyl-, 3-butenyl-, or homoallyl amides, followed by two spontaneous ring closures under mild conditions. The reaction scope and diastereoselectivity were fully explored by changing the substitution pattern on the amide and by altering the length of the carbon chain. This method was applied to the syntheses of natural alkaloids tashiromine and epilupinine. The clear differences between the reactivities of two isomeric amide substrates, 3-butenamide 1 j and homoallyl amide 1 i, could be attributed to better HOMO-LUMO overlap in the transition states that were derived from butenamides during cyclization. This explanation was supported by DFT calculations.zh_TW
dc.language.isoenzh_TW
dc.relationChemistry, an Asian journal, Volume 13, Issue 21, Page(s) 3190-3197.zh_TW
dc.relation.urihttps://www.ncbi.nlm.nih.gov/pubmed/30207086zh_TW
dc.subjectalkaloidszh_TW
dc.subjectdomino reactionszh_TW
dc.subjecthydroformylationzh_TW
dc.subjectrhodiumzh_TW
dc.subjectsynthetic methodszh_TW
dc.titleRhodium-Catalyzed Domino Hydroformylation/Double-Cyclization Reaction of Arylacetylenecarboxamides: Diastereoselectivity Studies and Application in the Synthesis of 1-Azabicyclo[x.y.0]alkaneszh_TW
dc.typeJournal Articlezh_TW
dc.identifier.doi10.1002/asia.201801193zh_TW
dc.awards2018zh_TW
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.openairetypeJournal Article-
item.cerifentitytypePublications-
item.fulltextno fulltext-
item.languageiso639-1en-
item.grantfulltextnone-
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