Abstract
Chiral phosphite-urea bifunctional catalysts have been developed for the enantioselective bromocyclization of 2-geranylphenols with N-bromophthalimide (NBP) for the first time. The chiral triaryl phosphite moiety activates NBP to generate a bromophosphonium ion. On the other hand, the urea moiety interacts with a hydroxyl group of the substrate through hydrogen bonding interactions. Enantioselectivity is effectively induced through two-point attractive interactions between the catalyst and the substrate.
| Original language | English |
|---|---|
| Pages (from-to) | 6068-6071 |
| Number of pages | 4 |
| Journal | Chemical Communications |
| Volume | 52 |
| Issue number | 36 |
| DOIs | |
| Publication status | Published - 2016 |
ASJC Scopus subject areas
- Chemistry(all)
- Catalysis
- Ceramics and Composites
- Electronic, Optical and Magnetic Materials
- Surfaces, Coatings and Films
- Materials Chemistry
- Metals and Alloys
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Cite this
Sawamura, Y., Ogura, Y., Nakatsuji, H., Sakakura, A., & Ishihara, K. (2016). Enantioselective bromocyclization of 2-geranylphenols induced by chiral phosphite-urea bifunctional catalysts. Chemical Communications, 52(36), 6068-6071. https://doi.org/10.1039/c6cc00229c