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Updated: Jun 24, 2026

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

エポキシエノールシルランを機能化されたオキシアリルカチオン前駆体として使用した分子間および分子内 [4 + 3] サイクル添加物

Wing Ki Chung1, Sze Kui Lam, Brian Lo

  • 1Department of Chemistry and the Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, PR China.

Journal of the American Chemical Society
|March 14, 2009
PubMed
まとめ

この研究では, [4+3]サイクロアディションにおけるオキシアリルカチオンの前駆体としてのエポキシエノールシランを導入しています. これらの反応は,エナチオメリックに純粋な起始材料からさえも,高ステレオ選択性を持つ複雑な水酸化サイクロードダクトを効率的に生成します.

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Due to their highly strained structures, epoxides can readily undergo ring-opening reactions through nucleophilic substitution, either in the presence of an acid or a base. The nucleophilic substitution reactions in the presence of acid are called acid-catalyzed ring-opening reactions, and nucleophilic substitution reactions in the presence of a base are called base-catalyzed ring-opening reactions. Epoxides undergo base-catalyzed ring-opening reactions in the presence of a strong nucleophile...
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