ically promising adriamycin analogue>* for antitumor and structure-activity evaluation. Our initial synthetic approach involved reaction of 14-iodo-N-(trifluoroacetyl)-daunorubicin (1, X= I), a readily available intermediate in our laboratory, with alkane-and arenethiols, with the expectation of 2 (Scheme I), from which the corresponding free amino compounds could be achieved by alkaline hydrolysis of the trifluoroacetamide. However, treatment of 1 (X= I) ...