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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Main Authors:	Sabin Llona-Minguez, Simon P. Mackay
Format:	Article
Language:	English
Published:	Beilstein-Institut 2014-06-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	diol synthesis nucleoside PreQ0 stereoselective amine synthesis triol synthesis
Online Access:	https://doi.org/10.3762/bjoc.10.135

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spelling	doaj-f6a5198eb26f4f25862d9823e031a2fd2021-02-02T00:48:45ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972014-06-011011333133810.3762/bjoc.10.1351860-5397-10-135Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)Sabin Llona-Minguez0Simon P. Mackay1Strathclyde Institute of Pharmacy & Biomedical Sciences, University of Strathclyde, 165 Cathedral Street, Glasgow, G4 0RE, United KingdomStrathclyde Institute of Pharmacy & Biomedical Sciences, University of Strathclyde, 165 Cathedral Street, Glasgow, G4 0RE, United KingdomA 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.https://doi.org/10.3762/bjoc.10.135diol synthesisnucleosidePreQ0stereoselective amine synthesistriol synthesis
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Sabin Llona-Minguez Simon P. Mackay
spellingShingle	Sabin Llona-Minguez Simon P. Mackay Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0) Beilstein Journal of Organic Chemistry diol synthesis nucleoside PreQ0 stereoselective amine synthesis triol synthesis
author_facet	Sabin Llona-Minguez Simon P. Mackay
author_sort	Sabin Llona-Minguez
title	Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)
title_short	Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)
title_full	Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)
title_fullStr	Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)
title_full_unstemmed	Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)
title_sort	stereoselective synthesis of carbocyclic analogues of the nucleoside q precursor (preq0)
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2014-06-01
description	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.
topic	diol synthesis nucleoside PreQ0 stereoselective amine synthesis triol synthesis
url	https://doi.org/10.3762/bjoc.10.135
work_keys_str_mv	AT sabinllonaminguez stereoselectivesynthesisofcarbocyclicanaloguesofthenucleosideqprecursorpreq0 AT simonpmackay stereoselectivesynthesisofcarbocyclicanaloguesofthenucleosideqprecursorpreq0
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Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)

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