314242-44-9Relevant academic research and scientific papers
Total Synthesis of Antitumor Antibiotic Derhodinosylurdamycin A
Khatri, Hem Raj,Nguyen, Hai,Dunaway, James K.,Zhu, Jianglong
, p. 13553 - 13557 (2015/09/22)
The first total synthesis of derhodinosylurdamycin A, an angucycline antitumor antibiotic, has been described. The synthesis features a Hauser annulation followed by pinacol coupling to construct the tetracyclic angular aglycon, a Stille coupling of glycal stannane and tetracyclic aryliodide followed by stereoselective reduction to afford the 2-deoxy β-C-arylglycoside, and a late-stage stereoselective glycosylation for the preparation of derhodinosylurdamycin A. This synthetic strategy should be amenable to the chemical synthesis of analogs of derhodinosylurdamycin A bearing diverse 2-deoxy sugar subunits for structure and activity relationship studies. Gimme some sugar subunits: The first total synthesis of derhodinosylurdamycin A, an angucycline antitumor antibiotic, has been described. The synthetic strategy should be amenable to the chemical synthesis of analogs of derhodinosylurdamycin A bearing diverse 2-deoxy sugar subunits for structure and activity relationship studies.
Synthetic study of aquayamycin. Part 2: Synthesis of the AB ring fragment
Yamaguchi,Konegawa,Tanabe,Nakamura,Matsumoto,Suzuki
, p. 8389 - 8392 (2007/10/03)
A highly oxygen-functionalized cyclohexenone 2, the AB ring fragment for the aquayamycin synthesis, was efficiently synthesized via stereoselective addition of allylzinc bromide to ketone 3a which, in turn, was available from the optically pure cyclohexane 1,2,3-triol derivative 5. (C) 2000 Elsevier Science Ltd.
