Pirrung Michael C, Wang Jianmei
Department of Chemistry, University of California, Riverside, California 92521-0403, USA.
J Org Chem. 2009 Apr 17;74(8):2958-63. doi: 10.1021/jo802170k.
Cyclobutanones are essentially unknown as reactants in isonitrile-based multicomponent reactions. Ugi reactions of cyclobutanone and Passerini reactions of tetramethylcyclobutane-1,3-dione have been performed in this work. These reactions are significantly enhanced by being conducted in water, a subject of recent interest whose basis is still in question but whose effects are beyond doubt. The Ugi reaction of cyclobutanone has been used in a brief synthesis of an aspartame analogue.