Skip to main content
. 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 6.

Transformation of Trichloroacetamide 14 to α-Urea Glycosides with Amino Acid and Carbohydrate Amine Nucleophiles.[a]

graphic file with name nihms-608086-f0041.jpg
Entry Amines Ureas Yield (%)[b]
1 graphic file with name nihms-608086-t0042.jpg graphic file with name nihms-608086-t0043.jpg 85
2 graphic file with name nihms-608086-t0044.jpg graphic file with name nihms-608086-t0045.jpg 80
3 graphic file with name nihms-608086-t0046.jpg graphic file with name nihms-608086-t0047.jpg 90
4 graphic file with name nihms-608086-t0048.jpg graphic file with name nihms-608086-t0049.jpg 66
5 graphic file with name nihms-608086-t0050.jpg graphic file with name nihms-608086-t0051.jpg 81
[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.