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Multi-purpose functionality for the structural elaboration of the piperazine-2,5-dione motif

Chai, Christina; Elix, John; Huleatt, Paul

Description

Mild methods for controlled C- and N-alkylation of 3-benzyloxycarbonylpiperazine-2,5-diones are reported. The benzyloxylcarbonyl substituent can also serve as latent functionality for N-acyliminium ion formation and subsequent trapping enables installation of new carbon and/or heteroatom substituents.

dc.contributor.authorChai, Christina
dc.contributor.authorElix, John
dc.contributor.authorHuleatt, Paul
dc.date.accessioned2015-12-13T22:34:59Z
dc.date.available2015-12-13T22:34:59Z
dc.identifier.issn0040-4039
dc.identifier.urihttp://hdl.handle.net/1885/76375
dc.description.abstractMild methods for controlled C- and N-alkylation of 3-benzyloxycarbonylpiperazine-2,5-diones are reported. The benzyloxylcarbonyl substituent can also serve as latent functionality for N-acyliminium ion formation and subsequent trapping enables installation of new carbon and/or heteroatom substituents.
dc.publisherElsevier
dc.sourceTetrahedron Letters
dc.subjectKeywords: 2,5 piperazinedione; piperazine derivative; unclassified drug; alkylation; article; chemical structure Alkylations; Amino acids and derivatives; N-acyliminium ions; Trapping reactions
dc.titleMulti-purpose functionality for the structural elaboration of the piperazine-2,5-dione motif
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.citationvolume44
dc.date.issued2003
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub5189
local.type.statusPublished Version
local.contributor.affiliationChai, Christina, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationElix, John, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationHuleatt, Paul, College of Physical and Mathematical Sciences, ANU
local.bibliographicCitation.issue2
local.bibliographicCitation.startpage263
local.bibliographicCitation.lastpage265
local.identifier.doi10.1016/S0040-4039(02)02571-6
dc.date.updated2015-12-11T09:25:09Z
local.identifier.scopusID2-s2.0-0037420990
CollectionsANU Research Publications

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