Oxidative Kinetic Resolution of Alkyl-Substituted 1,2-Diamines
Chiral acyclic 1,2-diamines bearing alkyl-substituted stereocenters are privileged structural motifs in pharmaceuticals and agrochemicals. However, a catalytic asymmetric approach for these moieties has remained elusive. Here, we report a direct kinetic resolution of alkyl-substituted 1,2-diamines through titanium-catalyzed asymmetric oxidation to produce hydroxylamines. The practical method features a broad substrate scope, high levels of chiral recognition, good functional group tolerance, and high atom economy, enabling application in the synthesis of bioactive molecules that are difficult to obtain otherwise.
Authors
- Yongyong Ji
- Linglong Kan
- Lei Liu (ORCID: https://orcid.org/0000-0002-0839-373X)
- Gang Wang (ORCID: https://orcid.org/0009-0000-7104-8448)
- Hongbin Liu (ORCID: https://orcid.org/0000-0001-9011-1182)
- Zihao Xu (ORCID: https://orcid.org/0009-0009-1815-8379)
Institutions
- Shandong University (CN)
- City University of Hong Kong, Shenzhen Research Institute (CN)
- Shandong First Medical University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c01875
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province
- Taishan Scholar Project of Shandong Province
- National Key Research and Development Program of China