Synthesis of Thymine Nucleosides Derived from 1-Deoxy-D-psicofuranose
- 1 November 1992
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 11 (9) , 1651-1660
- https://doi.org/10.1080/07328319208021356
Abstract
The use of D-(+)-ribonic γ-lactone 1a,b as a chiral synthon leads to an efficient synthesis of the ketose 1-deoxy-D-psicofuranose 2a,b. Condensation of the corresponding acetyl derivative 3a,b with silylated thymine, followed by deprotection of 4a,b affords an anomeric mixture of ketosyl nucleoside 6 (predominately the β-anomer) in an improved overall yield of 49%.Keywords
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