Abstract
A variety of optically active C2-symmetric pyridine derivatives have been prepared from L- or D-tartaric acid as a chiral source via efficient coupling reactions of triflates with 2-picolyllithium reagents, and the utility of 17 and 18 as chiral ligands in the catalytic enantioselective addition of diethylzinc to benzaldehyde has been demonstrated (up to 41% ee). The synthetic procedure for the corresponding meso-isomer was also described.
| Original language | English |
|---|---|
| Pages (from-to) | 1165-1174 |
| Number of pages | 10 |
| Journal | Tetrahedron: Asymmetry |
| Volume | 6 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - May 1995 |
| Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
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Kotsuki, H., Nakagawa, Y., Moriya, N., Tateishi, H., Ochi, M., Suzuki, T., & Isobe, K. (1995). A novel synthesis of optically active C2-symmetric pyridine derivatives. Efficient reaction of chiral triflates with 2-picolyllithium reagents. Tetrahedron: Asymmetry, 6(5), 1165-1174. https://doi.org/10.1016/0957-4166(95)00142-C