Major product formed in the following reaction sequence is:
(a)
(b)
(c)
(d)
Answer
Answer: D ✓ checked by 4AB · confidence medium
The source book printed no answer; this one was worked out and checked — see the explanation.
Explanation
Birch reduction gives the 1-methoxy-1,4-cyclohexadiene; one equivalent of O₃ cleaves the electron-rich enol-ether C=C, giving the methyl ester and the ethyl ketone with the remaining ring alkene retaining its cis geometry (d).