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. Author manuscript; available in PMC: 2015 Jul 7.
Published in final edited form as: Chemistry. 2014 Jun 6;20(28):8691–8701. doi: 10.1002/chem.201402433

Table 5.

Conversion of Trichloroacetamides to α-Urea Glycosides with Secondary Amines.[a]

graphic file with name nihms-608086-f0034.jpg
Entry Amines Acetamides Ureas Yield (%)[b]
1 graphic file with name nihms-608086-t0035.jpg 23 graphic file with name nihms-608086-t0036.jpg 88
2 graphic file with name nihms-608086-t0037.jpg 22 graphic file with name nihms-608086-t0038.jpg 94
3 graphic file with name nihms-608086-t0039.jpg 14 graphic file with name nihms-608086-t0040.jpg 93
[a]

All urea-forming reactions were performed with 2-3 equiv. amine and 3-5 equiv. Cs2CO3 at 25 °C in DMF (0.2 M).

[b]

Isolated Yield.