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Issue 17, 2004
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Radical addition of nitrones to acrylates mediated by SmI2: asymmetric synthesis of γ-amino acids employing carbohydrate-based chiral auxiliaries

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Abstract

Alkyl nitrones possessing N-substituted sugars as chiral auxiliaries were found to effectively undergo an SmI2-mediated radical addition to n-butyl acrylate affording γ-amino acid derivatives with high diastereomeric control.

Graphical abstract: Radical addition of nitrones to acrylates mediated by SmI2: asymmetric synthesis of γ-amino acids employing carbohydrate-based chiral auxiliaries

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Publication details

The article was received on 07 Apr 2004, accepted on 03 Jun 2004 and first published on 19 Jul 2004


Article type: Communication
DOI: 10.1039/B405141F
Chem. Commun., 2004, 1962-1963

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    Radical addition of nitrones to acrylates mediated by SmI2: asymmetric synthesis of γ-amino acids employing carbohydrate-based chiral auxiliaries

    S. A. Johannesen, S. Albu, R. G. Hazell and T. Skrydstrup, Chem. Commun., 2004, 1962
    DOI: 10.1039/B405141F

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