Directed 1,3-dipolar cycloadditions of ylidene piperazine-2,5-diones

Christina L.L. Chai; Alison J. Edwards; Bronwyn A. Wilkes; Ruth C.J. Woodgate

doi:10.1016/j.tet.2003.09.040

Directed 1,3-dipolar cycloadditions of ylidene piperazine-2,5-diones

Christina L.L. Chai^*, Alison J. Edwards, Bronwyn A. Wilkes, Ruth C.J. Woodgate

^*Corresponding author for this work

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

12 Citations (Scopus)

Abstract

The reactivities and selectivities of 1,3-dipolar cycloaddition reactions of ylidene piperazine-2,5-diones with mesitonitrile oxide are reported. The stereoselectivities of reactions with chiral ylidene piperazine-2,5-diones can be directed by judicious choice of substituents on the N- and/or C-substituents of the piperazinedione ring.

Original language	English
Pages (from-to)	8731-8739
Number of pages	9
Journal	Tetrahedron
Volume	59
Issue number	44
DOIs	https://doi.org/10.1016/j.tet.2003.09.040
Publication status	Published - 27 Oct 2003

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title = "Directed 1,3-dipolar cycloadditions of ylidene piperazine-2,5-diones",

abstract = "The reactivities and selectivities of 1,3-dipolar cycloaddition reactions of ylidene piperazine-2,5-diones with mesitonitrile oxide are reported. The stereoselectivities of reactions with chiral ylidene piperazine-2,5-diones can be directed by judicious choice of substituents on the N- and/or C-substituents of the piperazinedione ring.",

keywords = "Amino acids and derivatives, Cycloadditions, Nitrile oxides, X-ray crystal structures",

author = "Chai, {Christina L.L.} and Edwards, {Alison J.} and Wilkes, {Bronwyn A.} and Woodgate, {Ruth C.J.}",

year = "2003",

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language = "English",

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journal = "Tetrahedron",

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T1 - Directed 1,3-dipolar cycloadditions of ylidene piperazine-2,5-diones

AU - Chai, Christina L.L.

AU - Edwards, Alison J.

AU - Wilkes, Bronwyn A.

AU - Woodgate, Ruth C.J.

PY - 2003/10/27

Y1 - 2003/10/27

N2 - The reactivities and selectivities of 1,3-dipolar cycloaddition reactions of ylidene piperazine-2,5-diones with mesitonitrile oxide are reported. The stereoselectivities of reactions with chiral ylidene piperazine-2,5-diones can be directed by judicious choice of substituents on the N- and/or C-substituents of the piperazinedione ring.

AB - The reactivities and selectivities of 1,3-dipolar cycloaddition reactions of ylidene piperazine-2,5-diones with mesitonitrile oxide are reported. The stereoselectivities of reactions with chiral ylidene piperazine-2,5-diones can be directed by judicious choice of substituents on the N- and/or C-substituents of the piperazinedione ring.

KW - Amino acids and derivatives

KW - Cycloadditions

KW - Nitrile oxides

KW - X-ray crystal structures

UR - http://www.scopus.com/inward/record.url?scp=0141961833&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2003.09.040

DO - 10.1016/j.tet.2003.09.040

M3 - Article

SN - 0040-4020

VL - 59

SP - 8731

EP - 8739

JO - Tetrahedron

JF - Tetrahedron

IS - 44

ER -

Directed 1,3-dipolar cycloadditions of ylidene piperazine-2,5-diones

Abstract

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