Stereoisomeric pyrimidine nucleoside analogues based on the 1,3-dihydrobenzo[c]furan core
- 16 October 2000
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 21,p. 3561-3565
- https://doi.org/10.1039/b006417n
Abstract
A new efficient route is described to uracil, thymidine and cytosine derivatives of 1,3-dihydrobenzo[c]furan which are aromatic analogues of the well known antiviral 2′,3′-dideoxy-2′,3′-didehydronucleosides. These systems contain two chiral centres (corresponding to α/β and D/L centres in a furanose sugar) and a route involving application of the Sharpless asymmetric oxidation methodology allowed access to each of the four stereoisomers of the uracil derivative in enantiomerically pure form.Keywords
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