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

Christina L.L. Chai; John A. Elix; Paul B. Huleatt

doi:10.1016/S0040-4039(02)02571-6

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

Christina L.L. Chai^*
, John A. Elix
, Paul B. Huleatt

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	263-265
Number of pages	3
Journal	Tetrahedron Letters
Volume	44
Issue number	2
DOIs	https://doi.org/10.1016/S0040-4039(02)02571-6
Publication status	Published - 6 Jan 2003

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

abstract = "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.",

keywords = "Alkylations, Amino acids and derivatives, N-acyliminium ions, Trapping reactions",

author = "Chai, \{Christina L.L.\} and Elix, \{John A.\} and Huleatt, \{Paul B.\}",

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T1 - Multi-purpose functionality for the structural elaboration of the piperazine-2,5-dione motif

AU - Chai, Christina L.L.

AU - Elix, John A.

AU - Huleatt, Paul B.

PY - 2003/1/6

Y1 - 2003/1/6

N2 - 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.

AB - 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.

KW - Alkylations

KW - Amino acids and derivatives

KW - N-acyliminium ions

KW - Trapping reactions

UR - https://www.scopus.com/pages/publications/0037420990

U2 - 10.1016/S0040-4039(02)02571-6

DO - 10.1016/S0040-4039(02)02571-6

M3 - Article

SN - 0040-4039

VL - 44

SP - 263

EP - 265

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 2

ER -

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

Abstract

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