Chemo-, Regio-, and Stereoselective cis-Hydroboration of 1,3-Enynes: Copper-Catalyzed Access to (Z,Z)- and (Z,E)-2-Boryl-1,3-dienes

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dc.contributor.authorBuchbinder, Nicklas W.en
dc.contributor.authorNguyen, Long H.en
dc.contributor.authorBeck, Owen N.en
dc.contributor.authorBage, Andrew D.en
dc.contributor.authorSlebodnick, Carlaen
dc.contributor.authorSantos, Webster L.en
dc.date.accessioned2025-11-07T14:51:50Zen
dc.date.available2025-11-07T14:51:50Zen
dc.date.issued2024-07-17en
dc.description.abstractA copper-catalyzed alkyne-selective hydroboration of 1,3-enynes is disclosed, providing access to the previously elusive 2-boryl-1,3-dienes. Using CuOAc, Xantphos, and HBpin, Bpin was installed on the internal carbon of a series of symmetric and nonsymmetric 1,3-enynes, affording products with excellent Z:E selectivity. The utility of the 2-boryl-1,3-diene products was demonstrated by transformation to useful functional groups.en
dc.description.sponsorshipNational Science Foundation [CHE-1726077]; Virginia Tech Department of Chemistry; Virginia Tech Research and Innovationen
dc.format.mimetypeapplication/pdfen
dc.identifier.doihttps://doi.org/10.1021/acs.orglett.4c01929en
dc.identifier.eissn1523-7052en
dc.identifier.issn1523-7060en
dc.identifier.issue29en
dc.identifier.pmid39018130en
dc.identifier.urihttps://hdl.handle.net/10919/138902en
dc.identifier.volume26en
dc.language.isoenen
dc.publisherAmerican Chemical Societyen
dc.rightsCreative Commons Attribution 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.titleChemo-, Regio-, and Stereoselective cis-Hydroboration of 1,3-Enynes: Copper-Catalyzed Access to (Z,Z)- and (Z,E)-2-Boryl-1,3-dienesen
dc.title.serialOrganic Lettersen
dc.typeArticle - Refereeden
dc.type.dcmitypeTexten

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