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Synlett 1995; 1995(11): 1171-1173
DOI: 10.1055/s-1995-5228
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Asymmetric Synthesis of Substituted Isoxazolidinone from α,β-Unsaturated Esters and Hydroxylamines by means of Double Stereodifferentiation

Teruhiko Ishikawa, Keita Nagai, Takayuki Kudoh, Seiki Saito*
  • *Department of Bioengineering Science, Faculty of Engineering, Okayama University, Tsushima, Okayama 700, Japan
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Publication Date:
31 December 2000 (online)

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Asymmetric synthesis of isoxazolidinones (1) has been developed by Michael addition and ensuing transesterification processes employing chiral hydroxylamines and α,β-unsaturated esters carrying chiral α-hydroxycarboxylic acid ester unit as an alkoxide moiety.

Isoxazolidinone - Michael addition - Chiral hydroxylamine - Double Stereodifferentiation - β-Amino acid synthon