ChemInform Abstract: Helical‐Peptide‐Catalyzed Enantioselective Michael Addition Reactions and Their Mechanistic Insights.

DOI DOI 機関リポジトリ 機関リポジトリ (HANDLE) Web Site ほか1件をすべて表示 一部だけ表示 研究データあり 被引用文献19件 参考文献84件

書誌事項

タイトル別名
  • Helical-Peptide-Catalyzed Enantioselective Michael Addition Reactions and Their Mechanistic Insights

この論文をさがす

説明

Helical peptide foldamer catalyzed Michaeladdition reactions of nitroalkane or dialkyl malonate toα,β-unsaturated ketones are reported along with the mechanisticconsiderations of the enantio-induction. A wide variety ofα,β-unsaturated ketones, includingβ-aryl,β-alkyl enones, andcyclic enones, were found to be catalyzed by the helical peptideto give Michael adducts with high enantioselectivities (up to99%). On the basis of X-ray crystallographic analysis anddepsipeptide study, the amide protons, N(2)−H and N(3)−H,at the N terminus in theα-helical peptide catalyst were crucialfor activating Michael donors, while the N-terminal primary amine activated Michael acceptors through the formation of iminiumion intermediates.

収録刊行物

被引用文献 (19)*注記

もっと見る

参考文献 (84)*注記

もっと見る

関連研究データ

もっと見る

関連プロジェクト

もっと見る

詳細情報 詳細情報について

問題の指摘

ページトップへ