Catalyst-Controlled Regiodivergent Oxidation of Unsymmetrical Diols
In this work we use aminoxyl-peptide conjugates to catalyze the regiodivergent oxidation of unsymmetrical diols. Through structural tuning of both the aminoxyl catalytic core and the chiral peptide backbone, we achieved catalyst control that either reinforces or overrides the intrinsic steric bias, leading to oxidation of either the less hindered or the more hindered alcohol in high selectivity.
Authors
- Samson B. Zacate (ORCID: https://orcid.org/0000-0003-3882-3785)
- Jonas Rein (ORCID: https://orcid.org/0000-0001-8237-6519)
- Song Lin (ORCID: https://orcid.org/0000-0002-8880-6476)
- Soren D. Rozema (ORCID: https://orcid.org/0000-0003-3415-676X)
- Scott J. Miller (ORCID: https://orcid.org/0000-0001-7817-1318)
- Reginald A. Annor
Institutions
- Cornell University (US)
- Yale University (US)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2025-02-28
- DOI
- https://doi.org/10.1021/jacs.5c00330
- Citations
- 9
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 8.42
Funders
- National Science Foundation
- Camille and Henry Dreyfus Foundation
- Bristol-Myers Squibb
- Studienstiftung des Deutschen Volkes
- National Institute of General Medical Sciences
- Division of Chemistry