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The sustainable synthesis of peptidomimetics via chemoenzymatic tandem oxidation-Ugi reaction.


ABSTRACT: 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.

SUBMITTER: Madej A 

PROVIDER: S-EPMC9084175 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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The sustainable synthesis of peptidomimetics <i>via</i> chemoenzymatic tandem oxidation-Ugi reaction.

Madej Arleta A   Koszelewski Dominik D   Paprocki Daniel D   Brodzka Anna A   Ostaszewski Ryszard R  

RSC advances 20180808 50


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 medi  ...[more]

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