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Carbon-carbon bond ...
Carbon-carbon bond formation in regio- and stereoselective palladium-catalyzed cyclization of allene-substituted conjugated dienes
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Löfstedt, Joakim (författare)
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Franzén, Johan (författare)
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Bäckvall, Jan-Erik (författare)
- 2001-11-02
- 2001
- Engelska.
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Ingår i: Journal of Organic Chemistry. - : American Chemical Society (ACS). - 0022-3263 .- 1520-6904. ; 66:24, s. 8015-8025
- Relaterad länk:
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https://urn.kb.se/re...
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visa fler...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- Regio- and stereoselective palladium-catalyzed reactions of allene-substituted 1,3-dienes 1 in acetic acid at room temperature lead to cyclization with formation of a carbon-carbon bond between the middle carbon of the allene and the terminal carbon of the 1,3-diene. Two different types of reactions, both that constitute 1,4-carboacetoxylations of the 1,3-diene, have been developed. In one of the reactions, Pd(II) catalyzes the oxidation of 1 to bicyclic compounds 2, and in the other, Pd(0) catalyzes the transformation of 1 to bicyclic compounds 3. The products 2 are useful for further synthetic transformations and undergo Diels-Alder reactions with dienophiles to give polycyclic ring systems.
Ämnesord
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Nyckelord
- (ETA-1
- ETA-3-OCTADIENEDIYL)PALLADIUM COMPLEXES
- INTRAMOLECULAR 1
- 2-OXIDATION
- ELECTRON-TRANSFER
- 1
- 3-DIENES
- 1
- 4-OXIDATION
- CARBOPALLADATION
- HETEROANNULATION
- TRANSFORMATIONS
- NUCLEOPHILES
- REAGENT
- Chemistry
- Kemi
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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