Thalidomide metabolites. Part 1: Derivatives of (+)-2-(N-phthalimido)- γ-hydroxyglutamic acid

Frederick A. Luzzio; Alexander V. Mayorov; William D. Figg

doi:10.1016/S0040-4039(00)00160-X

Thalidomide metabolites. Part 1: Derivatives of (+)-2-(N-phthalimido)- γ-hydroxyglutamic acid

Frederick A. Luzzio^*, Alexander V. Mayorov, William D. Figg

^*Corresponding author for this work

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

20 Scopus citations

Abstract

A mild version of the Lemieux-Johnson olefin cleavage followed by a peroxide-mediated dialdehyde oxidation and esterification effected the conversion of 1-acyloxy-4-N-phthalimido-2-cyclopentenyl esters to γ- oxygenated-N-phthalimidoglutamic ester derivatives. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	2275-2278
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	14
DOIs	https://doi.org/10.1016/S0040-4039(00)00160-X
State	Published - 1 Apr 2000
Externally published	Yes

Keywords

Amino acids and derivatives
Cleavage reactions
Imides
Osmylation
Oxidation

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10.1016/S0040-4039(00)00160-X

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title = "Thalidomide metabolites. Part 1: Derivatives of (+)-2-(N-phthalimido)- γ-hydroxyglutamic acid",

abstract = "A mild version of the Lemieux-Johnson olefin cleavage followed by a peroxide-mediated dialdehyde oxidation and esterification effected the conversion of 1-acyloxy-4-N-phthalimido-2-cyclopentenyl esters to γ- oxygenated-N-phthalimidoglutamic ester derivatives. (C) 2000 Elsevier Science Ltd.",

keywords = "Amino acids and derivatives, Cleavage reactions, Imides, Osmylation, Oxidation",

author = "Luzzio, {Frederick A.} and Mayorov, {Alexander V.} and Figg, {William D.}",

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T1 - Thalidomide metabolites. Part 1

T2 - Derivatives of (+)-2-(N-phthalimido)- γ-hydroxyglutamic acid

AU - Luzzio, Frederick A.

AU - Mayorov, Alexander V.

AU - Figg, William D.

PY - 2000/4/1

Y1 - 2000/4/1

N2 - A mild version of the Lemieux-Johnson olefin cleavage followed by a peroxide-mediated dialdehyde oxidation and esterification effected the conversion of 1-acyloxy-4-N-phthalimido-2-cyclopentenyl esters to γ- oxygenated-N-phthalimidoglutamic ester derivatives. (C) 2000 Elsevier Science Ltd.

AB - A mild version of the Lemieux-Johnson olefin cleavage followed by a peroxide-mediated dialdehyde oxidation and esterification effected the conversion of 1-acyloxy-4-N-phthalimido-2-cyclopentenyl esters to γ- oxygenated-N-phthalimidoglutamic ester derivatives. (C) 2000 Elsevier Science Ltd.

KW - Amino acids and derivatives

KW - Cleavage reactions

KW - Imides

KW - Osmylation

KW - Oxidation

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U2 - 10.1016/S0040-4039(00)00160-X

DO - 10.1016/S0040-4039(00)00160-X

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 14

ER -

Thalidomide metabolites. Part 1: Derivatives of (+)-2-(N-phthalimido)- γ-hydroxyglutamic acid

Abstract

Keywords

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