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One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups.


ABSTRACT: One-pot oxime ligation under mild conditions using Pd(ii) as a shared catalyst from an aldehyde precursor (Thz) and a protected aminooxyacetyl group (Proc-Aoa) is reported. Two complementary metal-free protocols using unmasked Aoa-peptide are also described. Acetoxime-peptide can proceed to the desired oxime through an additional transoximation step.

SUBMITTER: Duflocq S 

PROVIDER: S-EPMC9053634 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups.

Duflocq Stéphane S   Zhou Jingjing J   Huguenot Florent F   Vidal Michel M   Liu Wang-Qing WQ  

RSC advances 20200506 30


One-pot oxime ligation under mild conditions using Pd(ii) as a shared catalyst from an aldehyde precursor (Thz) and a protected aminooxyacetyl group (Proc-Aoa) is reported. Two complementary metal-free protocols using unmasked Aoa-peptide are also described. Acetoxime-peptide can proceed to the desired oxime through an additional transoximation step. ...[more]

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