5-Deoxy, 12-Deoxy, 5, 12-Bisdeoxy, and 4, 5, 12-Trisdeoxy Anthracyclines: Synthesis of New Analogues of Daunorubicin and Doxorubicin by Controlled …
DW Cameron, GI Feutrill, PG Griffiths
Index: Cameron, Donald W.; Feutrill, Geoffrey I.; Griffiths, Peter G. Australian Journal of Chemistry, 2000 , vol. 53, # 1 p. 25 - 40
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Citation Number: 6
Abstract
Abstract Hydrogenation of the anthracyclines daunorubicin (1) and doxorubicin (2) gave selective deoxygenation at position 5. Hydride reduction of (1) and (2) gave complementary regiocontrol, leading to 12-deoxygenation or 5, 12-bisdeoxygenation. This chemistry allows retention of the 7-glycoside and the side-chain carbonyl groups. It has led to new anthracycline families possessing all of the stereochemical and most of the spatial ...
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