5012-65-7Relevant academic research and scientific papers
Synthesis of a potent rhodomycin, oxaunomycin, and its analogs
Kita,Maeda,Kirahara,Fujii,Nakajima,Yamamoto,Tamura,Fujioka
, p. 61 - 65 (2007/10/02)
Oxaunomycin (3) and its regioisomer (6) were synthesized by employing regioselective glycosidations of the C-7 hydroxyl group of 10-O-acetyl-β-rhodomycinone (16) and the C-10 hydroxyl group of the C-7,9-O-phenylboronate (14), respectively, in the presence
THE FIRST TOTAL SYNTHESIS OF A POTENT β-RHODOMYCIN, OXAUNOMYCIN: REGIOSELECTIVE GLYCOSIDATION OF THE C-7 HYDROXYL GROUP OF β-RHODOMYCINONE
Kita, Yasuyuki,Maeda, Hiroshi,Kirihara, Masayuki,Fujii, Yuji,Nakajima, Toyokazu,et al.
, p. 7173 - 7174 (2007/10/02)
The first total synthesis of oxaunomycin (3) was achieved through a regioselective glycosidation of the C-7 hydroxyl group of β-rhodomycinone (5).
Synthetic Anthracyclinones, 37. - Total Synthesis of (+)-β-Rhodomycinone, (+)-1-Deoxy-β-rhodomycinone, and (+)-1-Deoxy-γ-rhodomycinone by Incorporation of (S)-α-Hydroxybutyric Acid
Krohn, Karsten,Hamann, Ingo
, p. 949 - 954 (2007/10/02)
Both enantiomers of the optically active building block 4 for anthracyclinone synthesis have been prepared from α-hydroxybutyric acid 7.Key steps were the diastereoselective alkylation of the acetal 5 to 8 followed by DIBAH reduction and transacetalization to 10.Coupling of 4 to quinizarine (11) and 1,4,5-trihydroxy-9,10-anthraquinone (3) by two successive Marschalk reactions and benzylic hydroxylation afforded the natural product (+)-β-rhodomycinone (18) and (+)-1-deoxy-β-rhodomycinone (17).
