Guidelines for stereocontrolled Diels-Alder reactions of chiral methylidene piperazine-2,5-diones with cyclopentadiene

Brendan A. Burkett; Christina L.L. Chai

doi:10.1016/S0040-4039(01)00151-4

Guidelines for stereocontrolled Diels-Alder reactions of chiral methylidene piperazine-2,5-diones with cyclopentadiene

Brendan A. Burkett, Christina L.L. Chai^*

^*Corresponding author for this work

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

10 Citations (Scopus)

Abstract

The reactivities and stereoselectivities of Diels-Alder cycloaddition reactions of methylidene piperazine-2,5-diones with cyclopentadiene can be manipulated by appropriate choice of N- and α-carbon substituents. Good to excellent exo/endo and facial selectivities were obtained.

Original language	English
Pages (from-to)	2239-2242
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(01)00151-4
Publication status	Published - 11 Mar 2001

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title = "Guidelines for stereocontrolled Diels-Alder reactions of chiral methylidene piperazine-2,5-diones with cyclopentadiene",

abstract = "The reactivities and stereoselectivities of Diels-Alder cycloaddition reactions of methylidene piperazine-2,5-diones with cyclopentadiene can be manipulated by appropriate choice of N- and α-carbon substituents. Good to excellent exo/endo and facial selectivities were obtained.",

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AU - Burkett, Brendan A.

AU - Chai, Christina L.L.

PY - 2001/3/11

Y1 - 2001/3/11

N2 - The reactivities and stereoselectivities of Diels-Alder cycloaddition reactions of methylidene piperazine-2,5-diones with cyclopentadiene can be manipulated by appropriate choice of N- and α-carbon substituents. Good to excellent exo/endo and facial selectivities were obtained.

AB - The reactivities and stereoselectivities of Diels-Alder cycloaddition reactions of methylidene piperazine-2,5-diones with cyclopentadiene can be manipulated by appropriate choice of N- and α-carbon substituents. Good to excellent exo/endo and facial selectivities were obtained.

KW - Amino acids and derivatives

KW - Bicyclic aliphatic compounds

KW - Diels-Alder reactions

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U2 - 10.1016/S0040-4039(01)00151-4

DO - 10.1016/S0040-4039(01)00151-4

M3 - Article

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VL - 42

SP - 2239

EP - 2242

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Guidelines for stereocontrolled Diels-Alder reactions of chiral methylidene piperazine-2,5-diones with cyclopentadiene

Abstract

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