Highly stereoselective hydroformylation of a (2R)-2-tert-butyl-Δ4-1,3-oxazoline derivative

László Kollár, Pétér Sándor

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Methyl (2R)-2-tert-butyl-Δ4-1,3-oxazoline-3-carboxylate has been hydroformylated to give methyl (2R,4R)-2-tert-butyl-4-formyloxazolidine-3-carboxylate and methyl (2R,5S)-2-tert-butyl-5-formyl-oxazolidine-3-carboxylate with up to 99% diastereoselectivities in homogeneous transition-metal-catalysed reactions. A mixture of regioisomers was formed in the presence of rhodium catalysts. Platinum catalysts gave almost exclusively methyl (2R,5S)-2-tert-butyl-5-formyl-oxazolidine-3-carboxylate. The formyl products obtained are important intermediates for the synthesis of homochiral amino acid derivatives of considerable synthetic value.

Original languageEnglish
Pages (from-to)257-259
Number of pages3
JournalJournal of Organometallic Chemistry
Volume445
Issue number1-2
DOIs
Publication statusPublished - Feb 23 1993

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this