Carbon-carbon bond formation in regio- and ...
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Citation
| Title | Carbon-carbon bond formation in regio- and stereoselective palladium-catalyzed cyclization of allene-substituted conjugated dienes |
| Author(s) | J. Lofstedt, J. Franzen, J. Backvall |
| Journal | The Journal of organic chemistry |
| Date | 2001 |
| Volume | 66 |
| Issue | 24 |
| Start page | 8015 |
| End page | 8025 |
| Abstract | 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. |
| ISSN | 0022-3263 |
Using APA 6th Edition citation style.
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