Lithium diisopinocampheylamide: A new and highly effective chiral catalyst in the enantioselective deprotonation of meso-epoxides

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21 Scopus citations

Abstract

α-Pinene based novel chiral lithium amides have been used for the catalytic enantioselective deprotonation of cyclohexene oxide. An enantiomeric excess of up to 95% for (R)-2-scyclohexen-1-ol was achieved with lithium (-)-N,N-diisopinocampheylamide. A systematic study shows that the isopinocampheyl moiety plays an important role in achieving high enantioselectivity.

Original languageEnglish (US)
Pages (from-to)645-647
Number of pages3
JournalTetrahedron Asymmetry
Volume14
Issue number6
DOIs
StatePublished - Mar 21 2003
Externally publishedYes

ASJC Scopus subject areas

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

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