Pe. Kumar et Kjr. Prasad, A SINGLE-STEP SYNTHESIS OF METHYL ETHERS OF DIHYDRO ALLOPTAEROXYLIN, DIHYDRO SPATHELIA CHROMENE AND RELATED DIHYDRO PYRANO COUMARIN DERIVATIVES, Proceedings of the Indian Academy of Sciences. Chemical sciences, 109(1), 1997, pp. 21-25
Treatment of hydroxy-2, 2-dimethyl chromans 1,4,8 with ethyl acetoacet
ate (EAA) in the absence of any condensing agents afforded a mixture o
f dihydropyrano coumarins and dihydropyrano chromones, 2 + 3, 5 + 6 an
d 9 + 10 respectively. Demethylation of methyl ethers of dihydro-spath
eliachromene (6) and -alloptaeroxylin (10) using anhydrous AlCl3-CH3CN
yielded the correspond chromans, 7 and 11.