Aziridine Carboxylates, Carboxamides and Lactones New Methods for Their Preparation and Their Transformation into α- and β-Amino Acid Derivatives.docVIP
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Aziridine Carboxylates, Carboxamides and Lactones New Methods for Their Preparation and Their Transformation into α- and β-Amino Acid Derivatives
293
Molecules 2000,5
Aziridine Carboxylates, Carboxamides and Lactones: New
Methods for Their Preparation and Their Transformation
into α- and β-Amino Acid Derivatives
Robert H. Dodd
Institut de Chimie des Substances Naturelles, Centre National de la Recherche Scientifique, 91198 Gif-
sur-Yvette cedex, France
Abstract: The preparation of a variety of novel aziridine-γ-lactones (3) from carbohydrates is de-
scribed. In contrast to aziridine-2-carboxylates, the lactones react regiospecifically at C-2 with soft
nucleophiles to provide optically pure substituted β-amino acid precursors. Hard nuc
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