| Attributes | Values |
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| rdf:type
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| Description
| - 3-Fluorfuran-2(5H)-on (1) a tři 3,4-difluorfuran-2(5H)-ony 2-4, α,β-nenasycené laktony s fluorovanými dvojnými vazbami, byly využity jako dienofily v Diels-Alderových reakcích s normálními elektronickými požadavky s využitím difenylisobenzofuranu nebo cyklopentadienu jako dienů. (cs)
- 3-Fluorofuran-2(5H)-one (1) and three 3,4-difluorofuran-2(5H)-ones 2-4, α,β-unsaturated lactones possessing fluorinateddouble bonds, were applied as dienophiles in Diels-Alder reactions with normal electron demand using diphenylisobenzofuran or cyclopentadiene as dienes. In the same reactions, furan or 2,3-dimethylbuta-1,3-diene were completely unreactive. Three structural factors of furan-2(5H)-ones appeared to have an effect on the reactivity, regioselectivity and diastereoselectivity of the [4+2] cycloadditions: the number of fluorine atoms attached to the double bond and the number and the bulkiness of alkyl substituents at the 5-position of the furan-2(5H)-one system. The monofluorinated furan-2(5H)-one 1 was generally more reactive than the difluorinated furan-2(5H)-ones 2-4. While the reactions of the furan-2(5H)-ones 2-4 with isobenzofuran exclu-sively gave exo products, those of the monofluorinated lactone 1 led to mixtures of endo and exo diastereoisomeric [4+2] cycloadducts. All
- 3-Fluorofuran-2(5H)-one (1) and three 3,4-difluorofuran-2(5H)-ones 2-4, α,β-unsaturated lactones possessing fluorinateddouble bonds, were applied as dienophiles in Diels-Alder reactions with normal electron demand using diphenylisobenzofuran or cyclopentadiene as dienes. In the same reactions, furan or 2,3-dimethylbuta-1,3-diene were completely unreactive. Three structural factors of furan-2(5H)-ones appeared to have an effect on the reactivity, regioselectivity and diastereoselectivity of the [4+2] cycloadditions: the number of fluorine atoms attached to the double bond and the number and the bulkiness of alkyl substituents at the 5-position of the furan-2(5H)-one system. The monofluorinated furan-2(5H)-one 1 was generally more reactive than the difluorinated furan-2(5H)-ones 2-4. While the reactions of the furan-2(5H)-ones 2-4 with isobenzofuran exclu-sively gave exo products, those of the monofluorinated lactone 1 led to mixtures of endo and exo diastereoisomeric [4+2] cycloadducts. All (en)
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| Title
| - Fluorinated furan-2(5H)-ones: reactivity and stereoselectivity in Diels-Alder reactions
- Fluorované furan-2(5H)-ony: reaktivita a stereoselektivit a v Diels-Alderových reakcích (cs)
- Fluorinated furan-2(5H)-ones: reactivity and stereoselectivity in Diels-Alder reactions (en)
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| skos:prefLabel
| - Fluorinated furan-2(5H)-ones: reactivity and stereoselectivity in Diels-Alder reactions
- Fluorované furan-2(5H)-ony: reaktivita a stereoselektivit a v Diels-Alderových reakcích (cs)
- Fluorinated furan-2(5H)-ones: reactivity and stereoselectivity in Diels-Alder reactions (en)
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| skos:notation
| - RIV/60461373:22310/07:00018534!RIV08-MSM-22310___
|
| http://linked.open.../vavai/riv/strany
| |
| http://linked.open...avai/riv/aktivita
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| http://linked.open...avai/riv/aktivity
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| http://linked.open...iv/cisloPeriodika
| |
| http://linked.open...vai/riv/dodaniDat
| |
| http://linked.open...aciTvurceVysledku
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| http://linked.open.../riv/druhVysledku
| |
| http://linked.open...iv/duvernostUdaju
| |
| http://linked.open...titaPredkladatele
| |
| http://linked.open...dnocenehoVysledku
| |
| http://linked.open...ai/riv/idVysledku
| - RIV/60461373:22310/07:00018534
|
| http://linked.open...riv/jazykVysledku
| |
| http://linked.open.../riv/klicovaSlova
| - Cycloaddition / DFT calculations / Diels-Alder reactions / Fluorinated heterocycles / Lactones (en)
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| http://linked.open.../riv/klicoveSlovo
| |
| http://linked.open...odStatuVydavatele
| - DE - Spolková republika Německo
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| http://linked.open...ontrolniKodProRIV
| |
| http://linked.open...i/riv/nazevZdroje
| - European Journal of Organic Chemistry
|
| http://linked.open...in/vavai/riv/obor
| |
| http://linked.open...ichTvurcuVysledku
| |
| http://linked.open...cetTvurcuVysledku
| |
| http://linked.open...UplatneniVysledku
| |
| http://linked.open...iv/tvurceVysledku
| - Kvíčala, Jaroslav
- Hajduch, Jan
- Paleta, Oldřich
- Haufe, Günter
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| http://linked.open...n/vavai/riv/zamer
| |
| issn
| |
| number of pages
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| http://localhost/t...ganizacniJednotka
| |
| is http://linked.open...avai/riv/vysledek
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