主催: 日本薬学会化学系薬学部会
Catalytic asymmetric hydrogenation of α-amino-β-keto esters through dynamic kinetic resolution (DKR) is a powerful methodology for the synthesis of chiral β-hydroxy-α-amino acids, which are an important class of amino acids broadly found in nature as components of complex natural products. We have reported the direct anti-selective hydrogenation reactions of α-amino-β-ketoesters using Ru-BINAP catalyst via DKR, which was highly effective for the substrate with an alkyl carbon at the C4 position. In the case of aromatic substrates at C4 position, however, Ru-BINAP catalyst was ineffective for direct anti-selective hydrogenation concerning enantiomeric excess. In this symposium, we describe a novel iridium catalyzed anti-selective asymmetric hydrogenation of α-amino-β-keto esters through dynamic kinetic resolution and the additive effect of sodium iodide in enantiomeric selectivities.