Desymmetrization of meso-glycerol derivatives induced by L -histidine-derived acylation catalysts

Akira Sakakura, Shuhei Umemura, Kazuaki Ishihara

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The desymmetrization of meso-glycerol derivatives bearing a 3-pyrroline-1-carbonyl (Pyroc) directing group is demonstrated through an enantioselective acylation reaction promoted by L-histidine-derived bifunctional catalysts. The desired monoacylated products are obtained in good yields (up to 74%) with high enantioselectivities (up to 99% ee).

Original languageEnglish
Pages (from-to)1938-1942
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume353
Issue number11-12
DOIs
Publication statusPublished - Aug 1 2011
Externally publishedYes

Keywords

  • L -histidine
  • Pyroc (3-pyrroline-1-carbonyl) group
  • asymmetric acylation
  • desymmetrization
  • glycerol

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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