A stereoselective synthesis of α-deuterium-labelled (S)-α-amino acids
E O'Reilly, D Balducci, F Paradisi
Index: O'Reilly, Elaine; Balducci, Daniele; Paradisi, Francesca Amino Acids, 2010 , vol. 39, # 3 p. 849 - 858
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Abstract
Abstract An atom-efficient and stereoselective synthesis has been developed for the preparation of α-2 H-labelled (S)-α-amino acids, starting from a novel chiral diketopiperazine scaffold. Efficient mono-alkylation of the chiral template afforded the (S)-substituted adducts with the nature of the electrophile significantly effecting the stereochemical outcome. Subsequent alkylation was totally selective producing the 1, 4-cis adduct as the sole ...
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