Solid-Phase Photochemical Decarboxylative Hydroalkylation of Peptides.

ABSTRACT: The compatibility of photochemistry with solid-phase peptide synthesis is demonstrated via photochemical hydroalkylation to form C(sp³)-C(sp³) bonds between on-resin Giese acceptors and redox-active esters. Both iridium-based photocatalysts and Hantszch ester led to high yields, with final reaction conditions producing full conversions within 30 min under ambient conditions. The chemistry is compatible with a broad range of peptide side chains, redox-active esters, and resin. These conditions represent the first example of photochemical peptide modifications on resin.

SUBMITTER: Elkhalifa M 

PROVIDER: S-EPMC8919077 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature