相关实验视频

Updated: Jun 5, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

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可见光介导形式化和 [4+1]-循环添加策略的烯乙烯与阿里尔迪亚酸盐

Guilherme Cariello1, Rafael D C Gallo1, Victor M Deflon2

  • 1Universidade Estadual de Campinas, Instituto de Química, CEP 13083-862, Campinas, SP, Brazil. ijurberg@unicamp.br.

Chemical communications (Cambridge, England)
|December 13, 2024
PubMed
概括

可见光使得一种新的反应序列能够用aryldiazoacetates来化silyl enole. 这种方法还与Danishefsky的diene实现了 [4+1]-cycloaddition,揭示了新的合成途径.

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α-Alkylation of Ketones via Enolate Ions

Ketones with α protons are deprotonated by strong bases like lithium diisopropylamide (LDA) to form enolate ions. The anion is stabilized by resonance, and its hybrid structure exhibits negative charges on the carbonyl oxygen and the α carbon. This ambident nucleophile can attack an electrophile via two possible sites: the carbonyl oxygen, known as O-attack, or the α carbon, known as C-attack. The nucleophilic attack via the carbanionic site is preferred. This is due to the...
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Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
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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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