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Updated: Nov 22, 2025

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
07:56

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron

Published on: August 12, 2019

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[8+2] vs [4+2] トロポンとヘプタフルエネのサイクル添加 - メカニズムと選択性

Xiangyang Chen1, Mathias Kirk Thøgersen2, Limin Yang1,3

  • 1Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.

Journal of the American Chemical Society
|January 8, 2021
PubMed
まとめ

シンコナアルカロイド触媒は,サイクル添加反応を促進し,ヘプタフルヴェン置換剤を基に [8+2] または [4+2] 製品を生成します. 計算による研究は,これらの高次元のサイクル添加における経路選択とステレオ選択性を制御する要因を明らかにする.

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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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Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
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Removing one hydrogen from the intervening CH2 group...
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