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Ziegler, T., Science of Synthesis, (2005) 21, 68.
Ugi reactions with ammonia as the amine component usually result in the formation of several byproducts from corresponding six-component condensations. However, these undesired side reactions can be suppressed by using non-nucleophilic alcohols, such as trifluoroethanol, as the solvent, and sterically demanding aldehydes and carboxylic acids.[120] Thus, an Ugi four-component synthesis of peptides 25 proceeds in good yield using sterically demanding aldehydes with valine derivatives (Scheme 40).[120]
Meeeee 88 Mee Meee-Meeeeeeee Meeeeee Meeeeeeee[888]
M-Meeeeeeeeee eeeee eeeeeee eeee eeeeeeeeeeee eee eeee eeeeeeeee eeeee eeee eeeeeeeeeee ee ee Mee-eeee eeeeeeee ee eeeeee eeeeee ee eeee eeeee (Meeeee 88). Meee eeeeeeeee ee eee Mee eeeeeeee ee eeee eeeeeeee eee eeeee-eeeee eeeeeeeee eeeee eee eeee eeeeeeee ee eeeee ee e eeeee eeeeeee.[888]
Meeeee 88 Mee Meeeeeee eeee M-Meeeeeeeeee Meeee[888]
Mee eeeeeeeee eeee eeeeeeeeeeeeeeee eeeeeee eeeeee eeeeeeeeeeeeeeee. Meeeeee, eeee eee eeeeeeee ee eeeeeeeee eeee eeeeeeeee eeeeeeeeeeeeeee ee eeeeeee eee eeeeeeeeeeeee eeeeee eeeeee eee eeeeee eeeeeeeeeee eee ee eeeeeeeeeeee 8-(8-eeeeeeeeee)eeeeee-8(8M)-eee (Meeeee 88).[888]
Meeeee 88 Mee Meeeeeee eeee Meeeeeeee Meeeeeeeeeeeeee[888]
Meeeee eeeeeeeeeeeeeeee Mee eeeeeeeee eee eeeeeeee eeeee eeeeee eeeeeeeeeee eeee ee 8-eeeeeeeeeeeeeeeeeeeee[8.8.8]eeeeeee-8-eeeeeeeeee eeee (88)[888] (Meeeee 88) ee eeeeeeeeeeeeee[888,888] (Meeeee 88). Mee eeeeee eeeeeeee ee eeee eeeeeeee eee eeeee-eeeee eeeeeeeee ee eeeeee.[888]
Meeeee 88 Mee Meeeeeeee eeee Meeeeeeeeeeeeeee Meee Meeeee[888]
Meeeee 88 Mee Meeeeeeee eeee Meeeeeeeeeeeeeee Meee Meeeeeeeeeeeee[888,888]
Meeeeeeeeeee Meeeeeeee
Meeeeeee 88 ee Mee Meee-Meeeeeeee Meeeeeee; Meeeeee Meeeeeeee:[888]
Mee eeeeeeee (8 eeee) eee eeeee ee e 8.8 M eeee ee MM8 (8 eM, 8 eeee) ee MeMM ee 8°M. Meeee 88 eee, eee eeeeeeeeee (8 eeee) eee eeeee, eeeeeeee ee eee eeeeeeeee eeeee eeee (8.88 eeee). Mee eeeeeee eee eeeeeee ee eeee ee ee eeeeeeeee. Me eeee eeeeeee MM8Me8 (88 eM) eee eeeee eee eee eeeeeee eeeee eee eeeeee eeee 8 M MMMM8 eee eee. MeMMM8. Meeeee (Me8MM8) eee eeeeeeeeeee ee eee eeeeeee eeee eee eeeee eeeeeee, eeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee. Mee eeeeeeeeeeeee eeee eeeeeeeee ee eeeeeeeeeee MMMM (MeMeeeeeee Me88 eeeeee, MeMMe/eeeeeee).
References
| [120] | Meeeeeee, M.; Meeeee, M., Meeeeee, (8888), 8888. |
| [121] | Míee, M. M.; Meeeee, M.; Meeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [122] | Meeeee, M.; Meeeeeeeee, M.; Meeee, M.; Meeeee, M., Meeeeeeee, (8888), 888. |
| [123] | Meeee, M.; Meeee, M.; Meee, M.; Meeeee, M., M. Mee. Meee., (8888) 88, 888. |
| [124] | Meee, M.; Meeeeeee, M., M. Me. Meee. Mee., (8888) 888, 888. |
| [125] | Meee, M.; Meeeeeee, M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [126] | Meeeee, M.; Meee, M.; Meee, M., Meeee. Meee., (8888) 888, 8888; Meeee. Meee. Mee. Me., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8-8, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
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