M. Aniol et C. Wawrzenczyk, CHROMENES AND CHROMANONES .2. THE BIRCH REDUCTION OF PRECOCENE-I AND PRECOCENE-II, Heterocycles, 38(12), 1994, pp. 2655-2662
The reduction of precocene I (1a), precocene II (1c) and 6-methoxy-2,2
-dimethyl-2H-chromene (1b) with sodium or lithium in liquid ammonia wa
s examined. The phenolic compounds and the bicyclic one with partially
reduced benzene ring were obtained as the major products from precoce
ne I and 1b, respectively. The demethoxylation during the reduction of
precocene II was observed.