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Chiral ligands for asymmetric synthesis: enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by chiral N-α-pyridylmethyl amino alcohols

✍ Scribed by Hongying Yun; Yangjie Wu; Yusheng Wu; Kuiling Ding; Ying Zhou


Book ID
104211387
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
63 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


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 addition to various aromatic aldehydes to provide (R)-secondary alcohols in up to 98.3% ee.


📜 SIMILAR VOLUMES


Modular amino acid amide chiral ligands
✍ Shaohua Gou; Zhongbin Ye; Jing Chang; Guangjun Gou; Mingming Feng 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 English ⚖ 129 KB 👁 2 views

## Abstract Enantioselective addition of diethylzinc to a series of aromatic aldehydes was developed using a modular amino acid amide chiral ligand (2__S__)‐3‐phenyl‐__N__‐((__R__)‐1‐phenyl‐ethyl)‐2‐(tosylamino)propanamide without using titanium complex. The catalytic system employing 10 mol% of 1g