Isonucleosides by Michael addition of pyrimidine bases on 2,6-disubstituted 2H-pyran-3(6H)-ones
✍ Scribed by Natacha Prévost; Francis Rouessac
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 228 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A short, stereocontrolled convergent synthesis of pyranosyl isonuclensides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomerie ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides analogues.
📜 SIMILAR VOLUMES
## 2 , : 'H-NMR (CDCI,): 5.93 (dd, J = 10.7. 1.5); 5.67 6a. 7.7,8,octun-S-oiir @a): 'H-NMR (CDCI,): 3.98, 3.78 ( A R , . 0 ] o l l a l r (9a): ' H-N MR (CDCI,) : 4.02, 3.65 (.4 R, -c/io.~-aspiro~3.5/nori-X-i~.nr~ (7b): 'H-NMR (CDCI,): 6.04 (d, J = 10.4); 5.63 (d, ( d , J = 10.7);4.I0(dd,J=11.7,1.