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Modular amino acid amide chiral ligands for enantioselective addition of diethylzinc to aromatic aldehydes

✍ Scribed by Shaohua Gou; Zhongbin Ye; Jing Chang; Guangjun Gou; Mingming Feng

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
129 KB
Volume
25
Category
Article
ISSN
0268-2605

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✦ Synopsis

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 was found to promote the addition of diethylzinc (ZnEt~2~) to a wide range of aromatic aldehydes with electron‐donating and electron‐withdrawing substituents, giving up to 82% ee of the corresponding secondary alcohol under mild conditions. Copyright Β© 2011 John Wiley & Sons, Ltd.

πŸ“œ SIMILAR VOLUMES

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