Reaction of carbanions generated from allylic phosphonates with β-substituted cyclic enones
Abstract
Lithiated allylic phosphonates react with 3-methoxy- or 3-chloro-substituted cyclohexanones and cyclopentanones at the β-carbon according to the addition–elimination mechanism. The initial adducts undergo spontaneous isomerisation to the fully conjugated products, which upon treatment with I2 in MeOH aromatise to the corresponding 3-substituted anisole derivatives.