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

S. Llona-Minguez, S.P. MacKay

Research output: Contribution to journal › Article

9 Citations (Scopus)

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.
LanguageEnglish
Pages1333-1338
Number of pages6
JournalBeilstein Journal of Organic Chemistry
Volume10
DOIs
Publication statusPublished - 11 Jun 2014

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Nucleoside Q
Cyclohexylamines
Cyclopentanes
Derivatives
Substitution reactions
Molecules

Keywords

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

Cite this

Llona-Minguez, S. ; MacKay, S.P. / Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0). In: Beilstein Journal of Organic Chemistry. 2014 ; Vol. 10. pp. 1333-1338.
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Llona-Minguez, S & MacKay, SP 2014, 'Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)' Beilstein Journal of Organic Chemistry, vol. 10, pp. 1333-1338. https://doi.org/10.3762/bjoc.10.135

Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0). / Llona-Minguez, S.; MacKay, S.P.

In: Beilstein Journal of Organic Chemistry, Vol. 10, 11.06.2014, p. 1333-1338.

Research output: Contribution to journal › Article

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N2 - 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.

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KW - triol synthesis

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Llona-Minguez S, MacKay SP. Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0). Beilstein Journal of Organic Chemistry. 2014 Jun 11;10:1333-1338. https://doi.org/10.3762/bjoc.10.135

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