Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 1-2, Pages 271-275Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800646
Keywords
cobalt; cycloaddition; dienes; manganese; N-heterocyclic carbenes; polycycles
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Funding
- CNRS
- MRES
- IUF
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Enediynes undergo intramolecular [2 + 2 + 2] cycloaddition in the presence of cobalt(II) iodide (CoI2), manganese and an N-heterocyclic carbene (IPr) generated in situ from the corresponding imidazolium salt and butyllithium (BuLi). Polycyclic cyclohexadienes are obtained selectively. This new method represents an interesting alternative to those employing air-sensitive cyclopentadienylcobalt [CpCoL2 (L=CO, C2H4)] catalysts. Moreover, the N-heterocyclic carbene can be used catalytically, which is a significant improvement compared to the corresponding phosphine-based system which requires an excess of ligand.
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