Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 19, Pages 8375-8385Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo301028b
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Funding
- Fonds der Chemischen Industrie
- Deutsche Forschungsgemeinschaft
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The combination of two powerful cobalt-catalyzed carbon carbon bond forming transformations, namely, the Diels-Alder and the 1,4-hydrovinylation reaction, in a tandem or a sequential one-pot procedure, opened up a concise and efficient route to polysubstituted aromatic systems and cyclohex-3-enone derivatives. Furthermore, ozonolysis of the latter products led to polycarbonyl compounds with tailored carbonyl group distances which could be characterized via their respective BF2-borinane complexes. The cobalt catalysts tolerated several functional groups, and a flexible approach to polyfunctionalized compounds in concise fashion was described.
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