Enantiopure guanidine bases for enantioselective enone epoxidations: 2, cyclic guanidines

J C McManus, T Genski, J S Carey, R J K Taylor

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A range of structurally and functionally varied enantiopure cyclic and bicyclic guanidines has been prepared and evaluated in the enantioselective epoxidation of 3-tertbutoxycarbonylamino-4,4-dimethoxycyclohexa-2,5-dien- 1-one 1 using tert-butylhydroperoxide. Encouraging enantiomeric excesses were observed (up to 60%). Low enantiomeric excesses were also observed with 2-methylnaphthoquinone and trans-chalcone.

Original languageEnglish
Pages (from-to)369-371
Number of pages3
Issue number3
Publication statusPublished - Feb 2003


  • enantioselective
  • epoxidation
  • enones
  • guanidines
  • stereo selectivity

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