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Updated: Jun 25, 2025

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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トラクシラート天然製品に対する一般的合成戦略

Ellie F Plachinski1, Hyung Joo Kim1, Matthew J Genzink1

  • 1Department of Chemistry, University of Wisconsin─Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States.

Journal of the American Chemical Society
|May 22, 2024
PubMed
まとめ

研究 者 たち は,自然 産物 の 一 種 で ある トルクシラート を 合成 する 新しい 方法 を 開発 し まし た. 酸制御による降水により,高度に選択的な固体光サイクル添加が可能になり,効率的な合成のための反応性中間物質の制御における以前の制限を克服した.

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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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Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
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