J. Chem. Soc., Chem. Commun.

1975

DOI: 10.1039/c39750000918

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Uncatalysed olefin metathesis reaction

A. Felzenstein¹,

Shalom Sarel²,

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Vinylcyclopropane Cycloaddition Reactions1

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1976

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“…Vinylcyclopropanes do however undergo formal [5 + 2] cycloaddition with the highly activated olefin tetracyanoethylene (TCNE) . In these systems, TCNE first undergoes a [2 + 2] cycloaddition with the vinylcyclopropane ( 92 ), followed by rearrangement to the formal [5 + 2] product 93 (Scheme ).…”

Section: Vinylcyclopropane Cycloaddition Reactionsmentioning

confidence: 99%

[5 + 2] Cycloaddition Reactions in Organic and Natural Product Synthesis

¹

,

²

2012

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“…Vinylcyclopropanes do however undergo formal [5 + 2] cycloaddition with the highly activated olefin tetracyanoethylene (TCNE) . In these systems, TCNE first undergoes a [2 + 2] cycloaddition with the vinylcyclopropane ( 92 ), followed by rearrangement to the formal [5 + 2] product 93 (Scheme ).…”

Section: Vinylcyclopropane Cycloaddition Reactionsmentioning

confidence: 99%

[5 + 2] Cycloaddition Reactions in Organic and Natural Product Synthesis

¹

,

²

2012

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ChemInform Abstract: UNCATALYZED OLEFIN METATHESIS REACTION

1976

Chemischer Informationsdienst

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Ein cis, trans‐Gemisch des Vinylcyclopropans (I) reagiert mit Tetracyanäthylen (II) in Nitromethan bei 100°C über eine instabile Cyclobutan‐Zwischenstufe zu dem Metatheseprodukt (III) und 1,1‐Dicyanäthylen (IV).

Alternative Modes of Addition of Electrophilic Olefins to the Vinylcyclopropane Systems in 2,2‐Ethano‐1‐Methylene‐1,2,3,4‐Tetrahydronaphthalene and 1,1‐Ethano‐2‐Methylene‐1,2,3,4‐Tetrahydronaphthalene

¹

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²

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³

1982

Israel Journal of Chemistry

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Von den durch Wittigreaktion der Ethanotetralone (I) zugänglichen Titelverbindungen (II) liefert (IIa) mit den Reagenzien (III), (VII) bzw. (VIII) die Produkte (IV) [nachfolgende thermische Isomerisierung zu (V)], (IXa) bzw. (IXc) [ im 4:1‐Gemisch mit dem E‐Isomeren (IXb) (nicht rein darstellbar)]; (IIb) gibt mit den gleichen Reagenzien die Verbindungen (VI) , (Xa) bzw. (Xb).

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