Details

Autor(en) / Beteiligte

• Concepción, Odette
• Peñaloza, Francisco J.
• López, Jhon Jairo
• Cabrera-Barjas, Gustavo
• Jiménez, Claudio A.
• Paixão, Márcio W.
• de la Torre, Alexander F.

Titel

Ugi and Passerini reactions enable the incorporation of ΔAA into N -alkylated peptides and depsipeptides

Ist Teil von

• New journal of chemistry, 2022-06, Vol.46 (24), p.11502-11509

Ort / Verlag

Cambridge: Royal Society of Chemistry

Erscheinungsjahr

2022

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• This work renders operational simplicity under mild conditions to synthesize some N -alkylated peptides and depsipeptides containing olefins. A sequential one-pot protocol merging a multicomponent reaction with oxidative elimination of phenylselenoxide allows the formation of α,β and β,γ olefin containing peptides and depsipeptides. Consequently, the regioselective construction of α,β-dehydrobutyrine and α,β-dehydro-homophenylalanine was possible using the Ugi four-component reaction; meanwhile, the Passerini three-component reaction produces the β-enamide preferably.