A Lewis acid catalyzed cationic domino reaction involving sequential electrocyclization and polar addition of allenol ethers onto the resulting oxyallyl species is described. The overall sequence allows a highly stereoselective synthesis of densely substituted cyclopentanoid compounds containing α-formylvinyl functionality which is formally equivalent to products of a Morita-Baylis-Hillman alkylation process.
- Morita-Baylis-Hillman alkylation
- allenol ethers
- carbonyl umpolung
- interrupted Nazarov cyclization
- oxyallyl cation