Abstract
2-Bromo-5, 5-dimethyl-3-methoxy-2-cyclohexenone (V) was reduced in ether to allyl alcohols (VI and VII) with an excess of lithium aluminum hydride, and to VI, VII, and α, β-unsaturated ketone (IX) with a theoretical amount of the hydride. In benzene, V was reduced to VII and IX with an excess hydride. A mechanism is proposed for the random behavior of vinylogous esters (I-V) to lithium aluminum hydride.
