ORGN 590 |
Acid-catalyzed reactions of aromatic aldehydes with ethyl diazoacetate
| Matthew E. Dudley, M. Mahmun. Hossain, Courtney L. Brennan, Syed J. Mahmood, Shahidul Islam, Syarhabil Ahmad, Monzur Morshed, Mary Rose Atuu, and Bryan Branstetter. University of Wisconsin-Milwaukee, 3210 N. Cramer Street, Milwaukee, WI 53211 |
| We have found that several commercial Lewis acids, including those of the Brønsted series, are able to catalyze the reaction between aromatic aldehydes and ethyl diazoacetate (EDA) to produce β-hydroxy acrylates and β-keto esters. We have since discovered that reactions catalyzed by the iron Lewis acid [(h5-C5H5)Fe+(CO)2(THF)]BF4- or HBF4∙OEt2 have the best yields and greatest ratio of β-hydroxy acrylate. 
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New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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