Formation of Pd/C-ethylenediamine Complexes [Pd/C(en)] and It's Application to Selective Hydrogenations.

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  • Sajiki Hironao
    Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University
  • Hirota Kosaku
    Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University

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  • Ｐｄ／Ｃ‐エチレンジアミン複合体触媒［Ｐｄ／Ｃ（ｅｎ）］の開発と選択的接触還元法への応用
  • Pd C エチレンジアミン フクゴウタイ ショクバイ Pd C en ノ カイハツ ト センタクテキ セッショク カンゲンホウ エ ノ オウヨウ

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The chemoselective hydrogenation of an organic compound containing two or more reducible functional groups is a useful method in organic synthesis. We have found that a Pd/C catalyst formed an isolable complex with the ethylenediamine (en) employed as catalytic poison, and its complex catalyst [Pd/C (en)] chemoselectively hydrogenated a variety of reducible functionalities distinguishing O-benzyl, N-Cbz and O-TBDMS protective groups, benzyl alcohols and epoxides. The catalyst also regioselectively hydrogenolyzed 1, 2-epoxides to sec-alcohols depending upon the employed reaction conditions.

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