Enantioselective synthesis of α,β-disubstituted-β-amino acids

Mukund P. Sibi, Narayanasamy Prabagaran, Sandeep G. Ghorpade, Craig P. Jasperse

Research output: Contribution to journalArticle

123 Scopus citations

Abstract

Highly diastereoselective and enantioselective addition of N-benzylhydroxylamine to imides 17 and 20-30 produces α,β-trans-disubstituted N-benzylisoxazolidinones 19 and 31-41. These reactions proceed in 60-96% ee with 93-99% de's using 5 mol % of Mg(NTf2)2 and ligand 18. The product isoxazolidinones can be hydrogenolyzed directly to provide ∞,β-disubstituted-β-amino acids.

Original languageEnglish (US)
Pages (from-to)11796-11797
Number of pages2
JournalJournal of the American Chemical Society
Volume125
Issue number39
DOIs
Publication statusPublished - Oct 1 2003

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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