Abstract

A catalytic deuteration of protected 3,4-dehydro-L-proline using RuCl 2(PPh 3) 3 followed by RuO 4-oxidation gave a 3,4-dideuterated L-pyroglutamic acid derivative which is considered to be a promising precursor for various deuterated amino acids. The present study demonstrates a stereoselective reduction of the amide carbonyl moiety leading to L-proline derivatives in which all of the ring methylenes are stereoselectively labeled with deuterium.

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