title: Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0).
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.
authors.affiliation: Strathclyde Institute of Pharmacy & Biomedical Sciences, University of Strathclyde, 165 Cathedral Street, Glasgow, G4 0RE, United Kingdom ; Science for Life Laboratory, Division of Translational Medicine & Chemical Biology, Department of Medical Biochemistry & Biophysics, Karolinska Institutet, Stockholm, S-171 21, Sweden.
authors.forename: Sabin
authors.initials: S
authors.lastname: Llona-Minguez
authors.affiliation: Strathclyde Institute of Pharmacy & Biomedical Sciences, University of Strathclyde, 165 Cathedral Street, Glasgow, G4 0RE, United Kingdom.
authors.forename: Simon P
authors.initials: SP
authors.lastname: Mackay
keywords: PreQ0; diol synthesis; nucleoside; stereoselective amine synthesis; triol synthesis