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Design, Synthesis, and Application of Chiral C2‐Symmetric Spiroketal‐Containing Ligands in Transition‐Metal Catalysis

dc.contributor.authorArgüelles, Alonso J.
dc.contributor.authorSun, Siyuan
dc.contributor.authorBudaitis, Brenna G.
dc.contributor.authorNagorny, Pavel
dc.date.accessioned2018-05-15T20:12:28Z
dc.date.available2019-07-01T14:52:17Zen
dc.date.issued2018-05-04
dc.identifier.citationArgüelles, Alonso J. ; Sun, Siyuan; Budaitis, Brenna G.; Nagorny, Pavel (2018). "Design, Synthesis, and Application of Chiral C2‐Symmetric Spiroketal‐Containing Ligands in Transition‐Metal Catalysis." Angewandte Chemie 130(19): 5423-5427.
dc.identifier.issn0044-8249
dc.identifier.issn1521-3757
dc.identifier.urihttps://hdl.handle.net/2027.42/143598
dc.description.abstractWe present an expedient and economical route to a new spiroketal‐based C2‐symmetric chiral scaffold, termed SPIROL. Based on this spirocyclic scaffold, several chiral ligands were generated. These ligands were successfully employed in an array of stereoselective transformations, including in iridium‐catalyzed hydroarylations (up to 95 % ee), palladium‐catalyzed allylic alkylations (up to 97 % ee), intermolecular palladium‐catalyzed Heck couplings (up to 94 % ee), and rhodium‐catalyzed dehydroalanine hydrogenation (up to 93 % ee).Ein C2‐symmetrisches chirales Spiroketal‐Gerüst wurde synthetisiert und zu mehreren Liganden ausgebaut. Diese wurden in unterschiedlichen stereoselektiven Reaktionen eingesetzt, z. B. in einer Iridium‐katalysierten Hydroarylierung, einer Palladium‐katalysierten allylischen Alkylierung und einer Rhodium‐katalysierten Hydrierung von Dehydroalanin.
dc.publisherRSC Publishing
dc.publisherWiley Periodicals, Inc.
dc.subject.otherSpiroketale
dc.subject.otherPhosphane
dc.subject.otherPalladium
dc.subject.otherIridium
dc.subject.otherAsymmetrische Katalyse
dc.titleDesign, Synthesis, and Application of Chiral C2‐Symmetric Spiroketal‐Containing Ligands in Transition‐Metal Catalysis
dc.typeArticleen_US
dc.rights.robotsIndexNoFollow
dc.subject.hlbsecondlevelChemical Engineering
dc.subject.hlbsecondlevelChemistry
dc.subject.hlbsecondlevelMaterials Science and Engineering
dc.subject.hlbtoplevelEngineering
dc.subject.hlbtoplevelScience
dc.description.peerreviewedPeer Reviewed
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/143598/1/ange201713304.pdf
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/143598/2/ange201713304-sup-0001-misc_information.pdf
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/143598/3/ange201713304_am.pdf
dc.identifier.doi10.1002/ange.201713304
dc.identifier.sourceAngewandte Chemie
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dc.owningcollnameInterdisciplinary and Peer-Reviewed


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