Pummerer Rearrangement of Selenium-Containing Uracil Nucleosides

References

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• In the case of 6, no significant NOESY correlation was observed between the COMe and other protons. The stereochemistry of 6 is, therefore, tentative
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• 1H NMR data of 11 are given below. 1H NMR (CDCl3) δ: 0. 20 (6H, s, SiMe), 0. 98 (9H, s, SiBu-t), 1. 94 (3H, s, 5-Me), 2. 32 (1H, dd, Jgem= 13. 4, J1′,2′a= 9. 2 Hz, H-2′a), 2. 72 (1H, dd, J1',2′b= 4. 9 Hz, H-2′b), 4. 04 (1H, dd, Jgem= 11. 6, J4′,5′a= 3. 3 Hz, H-5′a), 4. 10 (1H, dd, J4′,5′b= 3. 3 Hz, H-5′b), 4. 77 (1H, t, H-4′), 6. 06 (1H, dd, H-1′), 7. 30–7. 34 (2H, m, Ph), 7. 38–7. 43 (2H, m, Ph), 7. 55–7. 60 (4H, m, Ph), 7. 99 (1H, m, Ph), 8. 09 (1H, s, H-6), 9. 45 (1H, br, NH).
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• Formation of two unknown products was observed during the treatment of 16 with Ac2O or pivalic anhydride.
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