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. 2018 Apr 16;3(4):4276–4288. doi: 10.1021/acsomega.8b00584

Table 2. α-Alkylation of the 5-(β-Keto)sulfones of Uracil and Cytosine Nucleosidesa.

graphic file with name ao-2018-00584b_0010.jpg

entry substrate EZ product yield (%)b
1 12 BnBr 16ac 50
2 12 MeI 17 49
3 12 AllBr 18 46
4 13 AllBr 19 42
5 14 BnBr 20 68
6 14 MeI 21 80
7 15 BnBr 22 72
a

5-(β-Keto)sulfones 1215 (0.1 mmol), NaOH/H2O (0.2 mmol)/MeOH, rt, 4–12 h.

b

Isolated yields.

c

Also isolated was 16b (17%).