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Expanding the scope of the asymmetric anti-aldol addition of chiral N-amino cyclic carbamate hydrazones
Authors:John D Knight  Don M Coltart
Institution:Department of Chemistry, University of Houston, Houston, TX 77204-5003, USA
Abstract:An asymmetric anti-aldol addition process of ketone-derived donors that is not limited by the structure of the ketone is described. This is achieved by merging the enantioselective α,α-bisalkylation of N-amino cyclic carbamate (ACC) hydrazones with the asymmetric anti-aldol addition of ACC hydrazones. The products of this process are obtained with essentially perfect stereoselectivity. Using this procedure it is possible to gain access to ketone-based anti-aldol addition products that are inaccessible in a controlled sense via direct aldol methods.
Keywords:anti-Aldol addition  Asymmetric synthesis  Alkylation  Ketone  Hydrazone
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