Journal ArticleDOI
Synthesis of Angularly-Fused Benzocyclobutenedione Monoketals: Useful Synthetic Intermediates to Angucyclines
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This article is published in Journal of Organic Chemistry.The article was published on 1999-03-09. It has received 11 citations till now.read more
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Journal ArticleDOI
Thermally induced cyclobutenone rearrangements and domino reactions.
TL;DR: Four thermal-rearrangement pathways and a domino reaction leading to quinones arise from the thermolysis of cyclobutenones.
Journal ArticleDOI
Rearrangements of cyclobutenones. Electrocyclic ring closure and thermal ring expansions of 3-allenyl- and 3-alkynyl-2-dienyl-4,4-dimethoxycyclobutenones.
TL;DR: Thermal rearrangements of 2-allenyl- and 2-alkynyl-3-(2-ethenylphenyl)-4,4-dimethoxycyclobutenones were studied and showed to be viable synthetic precursors to benzo[a]anthracene-7,12-diones, compounds representing the framework of the angucycline group of naturally occurring antibiotics.
Reference EntryDOI
The Synthesis of Phenols and Quinones via Fischer Carbene Complexes
TL;DR: Fischer carbene complexes can be broadly defined as those transition-metal carbene compounds that have a low oxidation state, have an electrophilic carbene carbon, and usually have a heteroatom-stabilizing substituent on the carbene as mentioned in this paper.
Journal ArticleDOI
TFA-catalyzed ring transformation of 4-hydroxycyclobutenone: A simple and general route for preparation of 3-substituted 4-aminofuran-2(5H)-ones
TL;DR: In this paper, a simple and general route for the preparation of 3-substituted 4-aminofuran-2(5H)-ones was developed by using TFA catalyzed by TFA.
Journal ArticleDOI
A Thermally Induced Hydride Transfer from an Amine to an Allene Triggers an Annulation Reaction, Giving Dihydrofuropyridinones
TL;DR: A thermal rearrangement leading to dihydrofuropyridinones and related polycyclic ring systems from furanones and cyclobutenones is described.
References
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Journal ArticleDOI
Olefin Metathesis in Organic Chemistry
TL;DR: Olefin metathesis as discussed by the authors is a metal-catalyzed exchange of alkylidene moieties between alkenes, which can induce both cleavage and formation of CC double bonds.
Journal ArticleDOI
The endiandric acid cascade. Electrocyclizations in organic synthesis. I. Stepwise, stereocontrolled total synthesis of endiandric acids A and B
Journal ArticleDOI
A potentially general regiospecific synthesis of substituted quinones from dimethyl squarate
TL;DR: In this article, a potentially general regiospecific synthesis of benzo- and naphthoquinones is described, which starts with dimethyl squarate (1), which is converted to the cyclobutenone ketal 9 upon sequential treatment with an organolithium reagent and then BF 3 etherate or TFAA in THF/methanol.
Journal ArticleDOI
Silicon‐Directed Nazarov Cyclizations. Part VI. The anomalous cyclization of vinyl dienyl ketones
Scott E. Denmark,Gary A. Hite +1 more
TL;DR: In this paper, the effects of substituents on the rate of reaction is discussed in terms of the mechanism of the rearrangement, and a 13C-labeling study establishes the pathway as an unusual 1-hydroxypentadienyl-cation electrocyclization to a cyclopentenyl cation which collapses via a pinacol rearrange to the α-vinyl ketone.
Journal ArticleDOI
Metallierung, Halogen‐Metall‐Austausch und Wurtz‐Fittig‐Kupplung bei alkalimetallorganischen Verbindungen – Reaktionen des 1‐Brom‐2.2‐diphenyl‐äthylens mit Organolithium‐Verbindungen in Tetrahydrofuran
Gert Köbrich,Inga Stöber +1 more
TL;DR: In this article, the primar gebildete 2.2-Diphenyl-vinyllithium (6) is reagiert with n-Butyllithium in Tetrahydrofuran bei −76° unter Br/Li-Austausch und α-Metallierung im Verhaltnis 15:1.