反応と合成の進歩シンポジウム 発表要旨概要
第31回反応と合成の進歩シンポジウム
セッションID: 1P-11
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イリジウム錯体を用いた動的速度論的分割を伴う触媒的不斉水素化反応によるエリスロ型β-ヒドロキシ-α-アミノ酸の合成
牧野 一石広木 康洋*岩崎 正路濱田 康正
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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.

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© 2005 日本薬学会
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