Abstract
It's do or diene: Stable chiral bicyclo[2.2.1]diene ligands were synthesized from (-)-5-oxobornyl acetate and utilized in the asymmetric 1,4-addition reaction of arylboronic acids with acyclic α,β- unsaturated compounds. Low catalytic loading of the complex, generated in situ from 1 and [{RhCl(C2H4)2}2], provides adducts in good to excellent yields and excellent enantioselectivities. This method was used for the formal total synthesis of (-)-indatraline.
| Original language | English |
|---|---|
| Pages (from-to) | 11405-11409 |
| Number of pages | 5 |
| Journal | Chemistry - A European Journal |
| Volume | 17 |
| Issue number | 41 |
| DOIs | |
| Publication status | Published - 2011 Oct 4 |
Keywords
- addition reactions
- arylboronic acids
- asymmetric catalysis
- diene ligands
- enantioselectivity
- indatraline
- rhodium
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
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Cite this
Wei, W. T., Yeh, J. Y., Kuo, T. S., & Wu, H. L. (2011). Highly enantioselective rhodium-catalyzed asymmetric 1,4-addition reactions of arylboronic acids to acyclic α,β-unsaturated compounds: The formal synthesis of (-)-indatraline. Chemistry - A European Journal, 17(41), 11405-11409. https://doi.org/10.1002/chem.201102073