K. Krohn et N. Hayat, TOTAL SYNTHESIS OF ANGUCYCLINES - 9 - AN ALTERNATIVE BIOMIMETIC-TYPE SYNTHESIS OF 8-DEOXYTETRANGOMYCIN, Journal fur praktische Chemie, Chemiker-Zeitung, 340(2), 1998, pp. 171-174
Base-catalyzed cyclization of the naphthoquinone 5 afforded the 1,2-di
hydroanthraquinone 6a. The bisallcylation products 9 and 10 were obtai
ned by Stille-type chain elongation of the corresponding triflate 6b w
ith the stannanes 7 or 8. The dihydroanthraquinone 9 is a potential pr
ecursor for the SS-228 Y-type angucyclinones, where as the diketone 10
can be converted to 8-deoxytetrangomycin (11).