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Storable and Air‐Stable Zirconium Complex‐Catalyzed Highly Enantioselective Darzens Reaction of Diazoacetamide with Aldehydes
Author(s) -
He Long,
Liu WeiJun,
Ren Lei,
Lei Tao,
Gong LiuZhu
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900845
Subject(s) - chemistry , enantioselective synthesis , catalysis , zirconium , yield (engineering) , lewis acids and bases , dimethylacetamide , organic chemistry , diazo , materials science , solvent , metallurgy
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 ).