Synthesis of L-2′-Deoxypentofuranonucleoside Derivatives of Thymine From D-Glucose

REFERENCES

• Wang , P. , Hong , J. H. , Cooperwood , J. S. and Chu , C. K. 1998 . Recent advances in L-nucleosides: Chemistry and biology . Antivir. Res. , 40 : 19 – 44 .
   PubMed Web of Science ®Google Scholar
• Spadari , S. , Maga , G. , Verri , A. and Focher , F. 1998 . Molecular basis for the antiviral and anticancer activities of unnatural L-β-nucleosides . Exp. Opin. Invest. Drugs. , 7 ( 8 ) : 1285 – 1300 .
   PubMedGoogle Scholar
• Shi , Z.-D. , Yang , B.-H. and Wu , Y.-L. 2002 . A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides . Tetrahedron , 58 : 3287 – 3296 .
   Web of Science ®Google Scholar
• Chaudhuri , N. C. , Moussa , A. , Stewart , A. , Wang , J. and Storer , R. 2005 . Development of a novel synthetic process for 2-deoxy-3,5-di-O-p-toluoyl-α-L-ribofuranosyl chloride: A versatile intermediate in the synthesis of 2′-deoxy-L-ribofuranosides . Org. Proces. Res. Develop. , 9 : 457 – 465 .
   Web of Science ®Google Scholar
• Chun , B. K. , Schinazi , R. F. , Cheng , Y.-Ch. and Chu , C. K. 2000 . Synthesis of 2′,3′-dideoxy-3′-fluoro-L-ribonucleosides as potential antiviral agents from D-sorbitol . Carbohyd. Res. , 328 : 49 – 59 .
   PubMed Web of Science ®Google Scholar
• Sivets , G. G. , Klennitskaya , T. V. , Zhernosek , E. V. and Mikhailopulo , I. A. 2002 . Synthesis of peracylated derivatives of L-ribofuranose from D-ribose and their use for the preparation of β-L-ribonucleosides . Synthesis , 2 : 253 – 259 .
   Google Scholar
• Pitsch , S. 1997 . An efficient synthesis of enantiomeric ribonucleic acids from D-glucose . Helv. Chem. Acta , 80 : 2286 – 2314 .
   Web of Science ®Google Scholar
• Rasmussen , J. R. , Slinger , C. J. , Kordish , R. J. and Newman-Evans , D. D. 1981 . Synthesis of deoxy sugars. Deoxygenation by treatment with N,N′–thiocarbonyldiimidazole/tri-n-butylstannane . J. Org. Chem. , 46 : 4843 – 4846 .
   Web of Science ®Google Scholar
• Hedgley , E. J. , Overend , W. G. and Rennie , R. A.C. 1963 . Structure and reactivity of anhydro-sugars. Part V. 3-deoxy-D-ribo-hexopyranose and 4-deoxy-D-xylo-hexopyranose . J. Chem. Soc. , : 4701 – 4711 .
   Web of Science ®Google Scholar