Enantioselective direct aldol-type reaction of azlactone via protonation of vinyl ethers by a chiral brønsted acid catalyst

Masahiro Terada, Hiroyasu Tanaka, Keiichi Sorimachi

Research output: Contribution to journalArticle

157 Citations (Scopus)

Abstract

Highly enantio- and diastereoselective direct aldol-type reaction of azlactones with oxocarbenium ions generated by protonation of vinyl ethers using a chiral phosphoric acid catalyst is presented. The method provides efficient access to biologically and pharmaceutically intriguing β-hydroxy-α- amino acid derivatives having a quaternary stereogenic center at the α-carbon atom.

Original languageEnglish
Pages (from-to)3430-3431
Number of pages2
JournalJournal of the American Chemical Society
Volume131
Issue number10
DOIs
Publication statusPublished - 2009 Mar 18

ASJC Scopus subject areas

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

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