Abstract
Chiral Ru(salen)(nitrosyl) complex 1 is a useful catalyst for asymmetric aerobic oxidation of alcohols under photo-irradiation. In this study, it was found that addition of β-hydroxy ketone or 1,3-diketone had a significant influence on its asymmetric catalysis. For example, the addition of 1,3-bis(p-bromophenyl)propane-1,3-dione 9 improved the relative reaction ratio in kinetic resolution of simple racemic secondary alcohols up to 30, while the addition gave an adverse effect on desymmetrization of an acyclic meso-1,3-diol. This additive effect was considered to be attributable to the chelate formation of the β-hydroxy ketone or 1,3-diketone with a Ru(salen) complex.
| Original language | English |
|---|---|
| Pages (from-to) | 6383-6387 |
| Number of pages | 5 |
| Journal | Tetrahedron |
| Volume | 63 |
| Issue number | 28 |
| DOIs | |
| Publication status | Published - Jul 9 2007 |
| Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Nakamura, Y., Egami, H., Matsumoto, K., Uchida, T., & Katsuki, T. (2007). Aerobic oxidative kinetic resolution of racemic alcohols with bidentate ligand-binding Ru(salen) complex as catalyst. Tetrahedron, 63(28), 6383-6387. https://doi.org/10.1016/j.tet.2007.03.105