Imperial College London
Professor Henry S. Rzepa

Professor Henry S. Rzepa

Faculty of Natural Sciences, Department of Chemistry

Emeritus Professor of Computational Chemistry
 
 
 
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Contact

 

+44 (0)7514 623 653h.rzepa Website

 
 
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Location

 

501AMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Cavalli:2022:10.1021/acs.orglett.2c03152,
author = {Cavalli, ES and Mies, T and Rzepa, HS and White, AJP and Parsons, PJ and Barrett, AGM},
doi = {10.1021/acs.orglett.2c03152},
journal = {Organic Letters},
pages = {8931--8935},
title = {Pyrimidine nucleosides syntheses by late-stage base heterocyclization reactions},
url = {http://dx.doi.org/10.1021/acs.orglett.2c03152},
volume = {24},
year = {2022}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - An efficient two-step procedure for the syntheses of pyrimidine nucleosides is presented. A series of glycosyl 5-(aminomethylene)-1,3-dioxane-4,6-dione derivatives were prepared from β-anomeric isonitriles by reaction with Meldrum’s acid or by allowing aminomethylene Meldrum’s acid to react with an 1-aldofuranosyl halide or acetate. The resultant 5-(aminomethylene)-1,3-dioxane-4,6-dione derivatives underwent reaction with benzyl- or 2,4-dimethoxybenzyl isocyanate via transacylation to provide uridine-5-carboxylic acid derivatives and related nucleosides. These nucleoside carboxylic acids were converted into other C-5 derivatives by bromo-decarboxylation with N-bromosuccinimide.
AU  - Cavalli,ES
AU  - Mies,T
AU  - Rzepa,HS
AU  - White,AJP
AU  - Parsons,PJ
AU  - Barrett,AGM
DO  - 10.1021/acs.orglett.2c03152
EP  - 8935
PY  - 2022///
SN  - 1523-7052
SP  - 8931
TI  - Pyrimidine nucleosides syntheses by late-stage base heterocyclization reactions
T2  - Organic Letters
UR  - http://dx.doi.org/10.1021/acs.orglett.2c03152
UR  - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000883003000001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
UR  - https://pubs.acs.org/doi/10.1021/acs.orglett.2c03152
UR  - http://hdl.handle.net/10044/1/100909
VL  - 24
ER  -
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