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Storable and Air-Stable Zirconium Complex-Catalyzed Highly Enantioselective Darzens Reaction of Diazoacetamide with Aldehydes

✍ Scribed by Long He; Wei-Jun Liu; Lei Ren; Tao Lei; Liu-Zhu Gong


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
163 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis


Abstract

An asymmetric Darzens reaction of aldehydes with diazo‐N,N‐dimethylacetamide (3) catalyzd by an air‐stable and storable chiral zirconium Lewis acid catalyst, which is formed from 3,3′‐diiodobinaphthol and tetrabutoxyzirconium, gives solely the cis‐glycidic amides in high yields with excellent enantioselectivity (up to 97% yield, >99% ee).