The sustainable synthesis of peptidomimetics via chemoenzymatic tandem oxidation–Ugi reaction

Madej, Arleta; Koszelewski, Dominik; Paprocki, Daniel; Brodzka, Anna; Ostaszewski, Ryszard

The sustainable synthesis of peptidomimetics via chemoenzymatic tandem oxidation–Ugi reaction

2018

Madej, Arleta | Koszelewski, Dominik | Paprocki, Daniel | Brodzka, Anna | Ostaszewski, Ryszard

A simply and green synthetic protocol based on the selective laccase-oxidation of alcohol to a corresponding aldehyde and a following Ugi reaction in a micellar system made of SDS was developed and is reported herein. Special emphasis was placed on the metal-free chemoenzymatic tandem reaction based on alcohol oxidation strategies using molecular oxygen from air, followed by an Ugi reaction. The reaction was carried out without the use of a transition metal or organic solvents as a reaction medium. The presented protocol offers an efficient and environmentally friendly procedure.

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