Abstract
Our continued interest in the total synthesis of natural and unnatural antitumor anthracyclines1 especially the aglycones such as daunomycinone (1)2 and 4-demethoxydaunomycinone (2)3, 11-deoxydaunomycinone (3)4 and 4-demethoxy-11-deoxydaunomycinone (4)5 led us to probe methods of obtaining these products of absolute enantitomeric purity. Earlier it was demonstrated that the AB ring synthon 5 having a chiral centre on fusion with phthalic anhydride gave 4-demethoxy-7-deoxy-daunomycinone (6) with no loss of optical purity6 and the same was further transformed to 2 [7-(S)-9(S)].