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dc.contributor.author
Osuna Gálvez, Alberto
dc.contributor.author
Bode, Jeffrey W.
dc.contributor.editor
Christmann, M.
dc.contributor.editor
Huang, Z.
dc.contributor.editor
Jiang, X.
dc.contributor.editor
et al.
dc.date.accessioned
2021-03-09T12:54:12Z
dc.date.available
2021-01-21T11:01:52Z
dc.date.available
2021-03-09T12:54:12Z
dc.date.issued
2020
dc.identifier.isbn
978-3-13-243560-5
en_US
dc.identifier.isbn
978-3-13-243558-2
en_US
dc.identifier.other
10.1055/sos-SD-121-00048
en_US
dc.identifier.uri
http://hdl.handle.net/20.500.11850/464457
dc.description.abstract
Recently, acylboronates have been shown to be applicable in the fast and chemoselective synthesis of amides. The methods covered in this section include the use of potassium acyltrifluoroborates (KATs), N-methyliminodiacetyl (MIDA) acylboronates, and monofluoro(acyl)boronates. Acylboronates are, in general, bench-stable solids that can be easily handled in the laboratory. Among them, potassium acyltrifluoroborates stand out as remarkably stable salts that resist a variety of reaction conditions including acid, base, and heating. N-Methyliminodiacetyl acylboronates have the advantage of being amenable to purification by column chromatography and they exhibit high reactivity in amide ligation, but are limited by their poor stability under aqueous conditions. Monofluoro(acyl)boronates lie in between the above two classes, having acceptable half-life values in solution and improved overall reactivities compared to potassium acyltrifluoroborate reagents.
en_US
dc.language.iso
en
en_US
dc.publisher
Georg Thieme Verlag
en_US
dc.title
Synthesis of Amides from Acylboron Compounds
en_US
dc.type
Book Chapter
ethz.book.title
Science of Synthesis Knowledge Updates
en_US
ethz.journal.volume
2020
en_US
ethz.journal.issue
1
en_US
ethz.pages.start
375
en_US
ethz.pages.end
390
en_US
ethz.publication.place
Stuttgart
en_US
ethz.publication.status
published
en_US
ethz.leitzahl
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02020 - Dep. Chemie und Angewandte Biowiss. / Dep. of Chemistry and Applied Biosc.::02514 - Laboratorium für Organische Chemie / Laboratory of Organic Chemistry::03861 - Bode, Jeffrey W. / Bode, Jeffrey W.
en_US
ethz.leitzahl.certified
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02020 - Dep. Chemie und Angewandte Biowiss. / Dep. of Chemistry and Applied Biosc.::02514 - Laboratorium für Organische Chemie / Laboratory of Organic Chemistry::03861 - Bode, Jeffrey W. / Bode, Jeffrey W.
en_US
ethz.date.deposited
2021-01-21T11:02:00Z
ethz.source
FORM
ethz.eth
yes
en_US
ethz.availability
Metadata only
en_US
ethz.rosetta.installDate
2021-03-09T12:54:22Z
ethz.rosetta.lastUpdated
2022-03-29T05:40:47Z
ethz.rosetta.versionExported
true
ethz.COinS
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