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

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 chira...

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Bibliographic Details
Published inBeilstein journal of organic chemistry Vol. 10; no. 1; pp. 1333 - 1338
Main Authors Llona-Minguez, Sabin, Mackay, Simon P
Format Journal Article
LanguageEnglish
Published Germany Beilstein-Institut 11.06.2014
Subjects
Chemistry
diol synthesis
Letter
Medicin och hälsovetenskap
nucleoside
PreQ0
stereoselective amine synthesis
triol synthesis
diol synthesis
stereoselective amine synthesis
PreQ0
triol synthesis
nucleoside
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.10.135