Synlett

Synthesis and Synthetic Applications of α, β-Dideuterio-α-amino Esters Promoted by Samarium Diiodide

JM Concellón, H Rodríguez-Solla, C Concellón…

Index: Concellon, Jose M.; Rodriguez-Solla, Humberto; Concellon, Carmen; Tuya, Paula Synlett, 2008 , # 3 p. 402 - 404

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Citation Number: 1

Abstract

Abstract A new, easy, and high-yielded route to isotopically labeled amino acid derivatives is reported. This process takes place through a SmI 2-promoted 1, 4-reduction of a variety of dehydroamino esters in the presence of D 2 O. The dideuterio amino esters were transformed into other dideuterated compounds such as a-amino acids and 1, 2-amino alcohols. A mechanism to explain the 1, 4-reduction process is also proposed.