Stereoselective synthesis of N-aryl proline amides by biotransformation- Ugi-Smiles sequence

Anass Znabet; Sara Blanken; Elwin Janssen; Frans J.J. De Kanter; Madeleine Helliwell; Nicholas J. Turner; Eelco Ruijter; Romano V.A. Orru

doi:10.1039/c1ob06699d

Stereoselective synthesis of N-aryl proline amides by biotransformation- Ugi-Smiles sequence

Anass Znabet, Sara Blanken, Elwin Janssen, Frans J.J. De Kanter, Madeleine Helliwell, Nicholas J. Turner, Eelco Ruijter^*, Romano V.A. Orru

^*Corresponding author for this work

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

Abstract

An efficient combination of MAO-N-catalyzed desymmetrization of cyclic meso-amines with Ugi-Smiles multicomponent chemistry produced optically pure N-aryl proline amides. This method represents the first report of a fully asymmetric Ugi-Smiles process.

Original language	English
Pages (from-to)	941-944
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	10
Issue number	5
DOIs	https://doi.org/10.1039/c1ob06699d
Publication status	Published - 7 Feb 2012

Research Beacons, Institutes and Platforms

Manchester Institute of Biotechnology

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10.1039/c1ob06699d

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title = "Stereoselective synthesis of N-aryl proline amides by biotransformation- Ugi-Smiles sequence",

abstract = "An efficient combination of MAO-N-catalyzed desymmetrization of cyclic meso-amines with Ugi-Smiles multicomponent chemistry produced optically pure N-aryl proline amides. This method represents the first report of a fully asymmetric Ugi-Smiles process.",

author = "Anass Znabet and Sara Blanken and Elwin Janssen and {De Kanter}, {Frans J.J.} and Madeleine Helliwell and Turner, {Nicholas J.} and Eelco Ruijter and Orru, {Romano V.A.}",

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AU - Znabet, Anass

AU - Blanken, Sara

AU - Janssen, Elwin

AU - De Kanter, Frans J.J.

AU - Helliwell, Madeleine

AU - Turner, Nicholas J.

AU - Ruijter, Eelco

AU - Orru, Romano V.A.

PY - 2012/2/7

Y1 - 2012/2/7

N2 - An efficient combination of MAO-N-catalyzed desymmetrization of cyclic meso-amines with Ugi-Smiles multicomponent chemistry produced optically pure N-aryl proline amides. This method represents the first report of a fully asymmetric Ugi-Smiles process.

AB - An efficient combination of MAO-N-catalyzed desymmetrization of cyclic meso-amines with Ugi-Smiles multicomponent chemistry produced optically pure N-aryl proline amides. This method represents the first report of a fully asymmetric Ugi-Smiles process.

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DO - 10.1039/c1ob06699d

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AN - SCOPUS:84856755472

SN - 1477-0520

VL - 10

SP - 941

EP - 944

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

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Stereoselective synthesis of N-aryl proline amides by biotransformation- Ugi-Smiles sequence

Abstract

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CCDC 844264: Experimental Crystal Structure Determination

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Stereoselective synthesis of N-aryl proline amides by biotransformation- Ugi-Smiles sequence

Abstract

Research Beacons, Institutes and Platforms

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Datasets

CCDC 844264: Experimental Crystal Structure Determination

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