Synthesis of a Family of Fine-Tunable New Chiral Ligands for Catalytic Asymmetric Synthesis. Ligand Optimization through the Enantioselective Addition of Diethylzinc to Aldehydes
✍ Scribed by Vidal-Ferran, Anton; Moyano, Albert; Pericàs, Miquel A.; Riera, Antoni
- Book ID
- 126888304
- Publisher
- American Chemical Society
- Year
- 1997
- Tongue
- English
- Weight
- 680 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
Secondary amines react with (IR,2S)-indene oxide 1 in a completely regioselective manner leading to trans-2-dialkylamino-l-indanols 4a-d in high yield. A Mitsunobu inversion via the corresponding p-nitrobenzoates, followed by reduction with DIBALH leads to the cis-2-dialkylamino-l-indanols 5a-d also
A series of chiral ligands 2a-d were conveniently prepared from b-amino alcohols through a two-step sequence and applied to catalysis of enantioselective addition of diethylzinc to benzaldehyde. Among them ligand 2c was found to show the best asymmetric induction for the reaction and catalyze the ad
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