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Updated: Jul 31, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles

Published on: August 22, 2018

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ブリッジ機能化されたビサイクロ[1.1.1]の骨格編集アプローチ アザビサイクロ[2.1.1]ヘクサンのペンタン

Brandon A Wright1, Anastassia Matviitsuk2, Michael J Black1

  • 1Department of Chemistry, University of California, Berkeley, California 94720, United States.

Journal of the American Chemical Society
|May 5, 2023
PubMed
まとめ

研究者は,アザビサイクロ[2.1.1]ヘクサン (aza-BCHs) をビサイクロ[1.1.1]ペンタン (BCPs) に変換する新しい方法を開発した. このスキャフォールド・ホッピング・ストラテジーは,3D薬物フレームワークの効率的な合成を可能にし,フラットアロマティック・グループに貴重な代替品を提供します.

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Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
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Adolf von Baeyer attempted to explain the instabilities of small and large cycloalkane rings using the concept of angle strain — the strain caused by the deviation of bond angles from the ideal 109.5° tetrahedral value for sp3  hybridized carbons. However, while cyclopropane and cyclobutane are strained, as expected from their highly compressed bond angles, cyclopentane is more strained than predicted, and cyclohexane is virtually strain-free. Hence, Baeyer’s theory that...
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Life on Earth is carbon-based, as all macromolecules that make up living organisms contain carbon atoms. All organic compounds have a carbon backbone. Each carbon atom is tetravalent and can bond with four other atoms, making it an extraordinarily flexible component of biological molecules. Because carbon’s valence electrons are stable, it rarely becomes an ion. As the carbon chain increases in length, structural modifications such as ring structures, double bonds, and branching side...
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