Protective Group-Dependent Iridium-Catalyzed CH Borylations of Levodopa
Despite being an important aromatic amino acid, iridium-catalyzed borylation (CHB) of levodopa has not been reported. Via the application of carefully chosen protecting groups for the catechol moiety, the steric hindrance around the arene can be reduced, enabling selective C5 CHB of levodopa. Methylene and boronic ester protecting groups were explored, the latter of which is deprotected in situ to yield the free catechol.
Authors
- Jinda Fan (ORCID: https://orcid.org/0000-0003-3098-3397)
- Cliff Yang (ORCID: https://orcid.org/0009-0000-9982-0858)
- Robert E. Maleczka (ORCID: https://orcid.org/0000-0002-1119-5160)
Institutions
- Quantitative BioSciences (US)
- Michigan State University (US)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-27
- DOI
- https://doi.org/10.1021/acs.joc.5c00476
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Michigan State University Foundation
- College of Natural Science, Michigan State University