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

Sabin Llona-Minguez, Simon P. Mackay

Beilstein Journal of Organic Chemistry · 2014

doi:10.3762/bjoc.10.135 (opens in a new tab)

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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.

Abstract licence: CC BY

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