American Chemical Society
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Synthesis of Substituted Pyrrolin-4-ones from Amino Acids in Mild Conditions via a Gold-Catalyzed Approach

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journal contribution
posted on 2009-08-07, 00:00 authored by Nicolas Gouault, Myriam Le Roch, Carole Cornée, Michèle David, Philippe Uriac
The gold-catalyzed cyclization of various α-amino-ynone derivatives gave the corresponding pyrrolin-4-ones in high yields. Moreover, the use of gold(III) oxide as catalyst allows a moderate to total stereocontrol during the cyclization. These pyrrolin-4-ones are highly useful intermediates for the synthesis of functionalized pyrrolidines and other natural products.