Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)

S. Llona-Minguez, S.P. MacKay

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13 Citations (Scopus)
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Abstract

A convergent and stereoselective synthesis of chiral cyclopentyl- and cyclohexylamine derivatives of nucleoside Q precursor (PreQ0) has been accomplished. This synthetic route allows for an efficient preparation of 4-substituted analogues with interesting three-dimensional character, including chiral cyclopentane-1,2-diol and -1,2,3-triol derivatives. This unusual substitution pattern provides a useful starting point for the discovery of novel bioactive molecules.
Original languageEnglish
Pages (from-to)1333-1338
Number of pages6
JournalBeilstein Journal of Organic Chemistry
Volume10
DOIs
Publication statusPublished - 11 Jun 2014

Keywords

  • diol synthesis
  • nucleosides
  • stereoselective amine synthesis
  • triol synthesis

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