Published TCIMAIL newest issue No.197
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Pauson-Khand Reaction
The Pauson-Khand reaction is a [2+2+1] type cyclization reaction used to construct cyclopentenone moiety from alkynes and alkenes, mediated by dicobalt octacarbonyl. Alkynes have high affinity towards dicobalt octacarbonyl and form an alkyne-dicobalt intermediate which can be isolated. This intermediate then coordinates with an alkene followed by CO insertion to afford the cyclic product. In many cases, the Pauson-Khand reaction is utilized in the total synthesis of natural products bearing a cyclopentanone moiety.
- Reagents:
- Co2(CO)8
- Reactants:
- Alkynes, Alkenes
- Products:
- Cyclopentenones
- Scheme:
-
- Original literature:
-
- Organocobalt complexes. Part I. Arene complexes derived from dodecacarbonyltetracobalt
- Organocobalt complexes. Part II. Reaction of acetylenehexacarbonyldicobalt complexes, (R1C2R2)Co2(CO)6, with norbornene and its derivatives
- Review literature:
-
- Recent Advances in the Pauson–Khand Reaction and Related [2+2+1] Cycloadditions
