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Updated: Dec 24, 2025

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Derivatization of Amino Acids and Peptides via Photoredox-Mediated Conjugate Addition
Olivia Zhang1, Jeffrey W Schubert1
1Department of Discovery Chemistry, Merck & Co., Inc., West Point, Pennsylvania 19486, United States.
Abstract:
Unnatural amino acids are key building blocks in therapeutically relevant peptides. Thus, the development of novel methods to increase the structural diversity of the unnatural amino acid pool is needed. Herein, a photoredox-mediated decarboxylative radical conjugate addition to dehydroalanine derivatives is disclosed. Mild, robust, and general conditions were identified and applied to the diastereoselective synthesis of unnatural amino acids and the late-stage derivatization of a tripeptide.
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