Asymmetric synthesis of all four isomers of topographically constrained novel amino acids: β-isopropyltyrosines

Jun Lin, Subo Liao, Yinglin Han, Wei Qiu, Victor J. Hruby

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

All four stereoisomers of the highly constrained novel amino acid, β-isopropyltyrosine, have been synthesized with high stereoselectivities (>90% de) and in 40-50% overall yields by using the optically pure 4-phenyloxazolidinone as a chiral auxiliary via asymmetric Michael addition, direct or indirect azidation, hydrogenolysis and demethylation reactions.

Original languageEnglish (US)
Pages (from-to)3213-3221
Number of pages9
JournalTetrahedron Asymmetry
Volume8
Issue number19
DOIs
StatePublished - Oct 1 1997

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ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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