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Dr. Andreas Weickgenannt and Prof. Dr. Martin Oestreich A New Motif for Lewis Base Catalysis: Asymmetric Reduction of β-Enamino Esters ChemCatChem 3

Version of Record online: 17 AUG 2011 | DOI: 10.1002/cctc.201100210

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Reduced to the basics: Activation of Lewis acidic Cl3SiH with chiral amide-based Lewis bases allows for the stereocontrolled reduction of several types of β-enamino esters (see scheme). By this, the new motif of α-acetoxy β-enamino esters is transformed into α-hydroxy β-amino acids, a transformation still unknown in transition metal-catalyzed hydrogenation. PMP=4-methoxyphenyl.

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