63640-62-0Relevant academic research and scientific papers
A REGIOSELECTIVE SYNTHESIS OF DAUNOMYCINONE AND RELATED ANTHRACYCLINONES.
Braun, Manfred
, p. 4585 - 4592 (2007/10/02)
The phthalic anhydrides 4a and 4b are attacked by the Grignard reagents 15 and 33 in tetrahydrofuran/tetramethylethylene diamine almost exclusively at the carbonyl group, which is situated in the meta position of the methoxy substituent(s).This highly reg
Synthetic Anthracyclinones, XXII. - Rhodomycinones of Type A with Methyl, Ethyl, and n-Propyl Side Chain
Krohn, Karsten,Behnke, Bert
, p. 1818 - 1838 (2007/10/02)
The anthraquinone derivatives 7, 8, 37, 39, and 40 are prepared by addition of dichloromethyllithium to the corresponding ketones 4, 5, 32b, 34b, and 36b.They can be hydrolized to intermediate aldehydes, which cyclize after reduction to anthracyclinones of Type A with methyl group (11, 12a, 13a, 45, 46a, 47a), ethyl group (15a, 16a, 48, 49, 50a), and n-propyl side chain (51a, 52a).The cis/trans ratio of the 7,8-Diols is approximately 1 : 3.The hydroxy groups at C-10 are introduced stereoselectively to the 8,10-cis-diols 20b, 24, 25a, 53, 54, and 55 via bromination and hydrolysis of the bromides.
REGIOSELECTIVE SYNTHESE VON DAUNOMYCINON UND γ-RHODOMYCINON
Braun, Manfred
, p. 3871 - 3874 (2007/10/02)
Synthesis of daunomycinone (2) and γ-rhodomycinone (3) by regioselective addition of the Grignard reagents 9b and 9d to the anhydride 4.
