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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 5
126
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Original Articles

Decarboxylative Carbon Acylation of Malonates with Aminoacylimidazolides Mediated by Lewis Acids

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Pages 773-781 | Received 30 Nov 1989, Published online: 24 Oct 2006
 

Abstract

Various N-protected aminoacylimidazolides undergo decarboxylative carbon acylation with sodium or potassium nonomethylmalonate in THE in the presence of MgCl2, CoCl2 or MnCl2 to give dipeptide analogues (3) in 45–82% isolated yield. Amino Ketoester (3e) undergoes intramolecular cyclization induced by diisopropylethylamine and anhydrous magnesium chloride to trisubstituted tetramic acid (4).

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