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2. Synthesis of chiral amino acid - derived nitrones and 1,3-dipolar cycloadditions with acrylic acid methyl ester

Author

Lubor Fišera, Zuzana Kopanicková, Iva Blanáriková, Piotr Sałański, Janusz Jurczak, and Christian Hametner

Subjects
lcsh:QD241-441, chemistry.chemical_classification, chemistry.chemical_compound, lcsh:Organic chemistry, chemistry, Organic Chemistry, Diastereomer, Organic chemistry, Acrylic acid, Amino acid
Abstract

The chiral nitrones derived from α-amino acids react with acrylic acid methyl ester to afford the corresponding diastereomeric isoxazolidines 9a-d. The major products are in the C-3/C-4 erythro- and C-3/C-3a trans-configuration. The nitrones 3-8 were prepared from the corresponding α-amino aldehydes, starting from L-phenylalanine and L-valine.

Published
2005

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