Peptidyl Glycosyl Thiols and Disulfides for Enantioselective Hydrogen Atom Transfer (HAT) and Thiyl Radical Catalysis

A novel class of peptidyl glycosyl disulfide and thiol catalysts is developed. The thiols are found to catalyze enantioselective olefin hydrosilylation up to 5:95 er. The disulfide catalysts are competent in an enantioselective thiyl-catalyzed cycloaddition reaction, yielding product with complement...

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Bibliographic Details
Main Author: Savannah M. Mason (22462860) (author)
Other Authors: Scott J. Miller (1308798) (author)
Published: 2025
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Summary:A novel class of peptidyl glycosyl disulfide and thiol catalysts is developed. The thiols are found to catalyze enantioselective olefin hydrosilylation up to 5:95 er. The disulfide catalysts are competent in an enantioselective thiyl-catalyzed cycloaddition reaction, yielding product with complementary selectivity to that previously reported with cystine-based catalysts. The modular nature of these catalysts provides new opportunities for asymmetric thiyl and thiol HAT catalysis.