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Updated: Aug 8, 2025

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

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バイオミメティック・カチオン・サイクロプロパネーション 6,8-サイクロエデマンスの効率的な化学酵素合成を可能にする

Phillip S Grant1, Ricardo Meyrelles1,2,3, Oliver Gajsek4,3

  • 1Institute of Organic Chemistry, University of Vienna, Vienna 1090, Austria.

Journal of the American Chemical Society
|February 28, 2023
PubMed
まとめ

この研究は,合成化学に希少だが重要な生物合成経路であるカチオンのサイクロプロパネーションを導入する. 研究者らは,このバイオミメティックアプローチを使用して,6,8-サイクロエデマンを含む複雑なサイクロプロパンを合成することに成功しました.

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Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
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