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Iron Lewis Acid Catalyzed Reactions of Aromatic Aldehydes with Ethyl Diazoacetate: Unprecedented Formation of 3-Hydroxy-2-arylacrylic Acid Ethyl Esters by a Unique 1,2-Aryl Shift

✍ Scribed by Mahmood, Syed J.; Hossain, M. Mahmun

Book ID
126802411
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
88 KB
Volume
63
Category
Article
ISSN
0022-3263

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Ethyl diazoacetate reacts with a variety of aldehydes in the presence of a Lewis acid catalyst to give either [~-keto esters or a-formyl esters, the types of products mainly depending upon the nature of Lewis acid catalysts employed. Reactions catalyzed by Lewis acids such as SnCI2 and SnCl4 provide