Issue 17, 2004

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

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

Supplementary files

Article information

Article type
Communication
Submitted
07 Apr 2004
Accepted
03 Jun 2004
First published
19 Jul 2004

Chem. Commun., 2004, 1962-1963

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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