M. Aniol et C. Wawrzenczyk, CHROMENES AND CHROMANONES .4. THE BIRCH REDUCTION OF 2,2-DIMETHYL-4-CHROMANONE AND ITS 7-SUBSTITUTED ANALOGS, Heterocycles, 45(6), 1997, pp. 1069-1079
2,2-Dimethyl-4-chromanone (la), 2,2,7-trimethyl-4-chromanone (Ib) and
7-methoxy-2,2-dimethyl-4-chromanone (ic) have been reduced by sodium o
r lithium in liquid ammonia with the presence or without of proton don
or. The bicyclic or phenolic products were obtained. Products with red
uced benzene ring only were also observed. The possible mechanisms of
reductions are considered.