
TY  - JOUR
A1  - Cambie, RC 
A1  - Larsen, DS 
A1  - Rickard, CEF 
A1  - Rutledge, PS 
A1  - Woodgate, PD 
T1  - Experiments Directed Towards the Synthesis of Anthracyclinones. X. A Synthesis of (&plusmn;)-4-Demethoxydaunomycinone
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1986
VL  - 39
IS  - 3
SP  - 487
EP  - 502
KW  - 
UR  - https://doi.org/10.1071/CH9860487 
N2  - The acetal methyl 2-(3-dimethoxymethyl-4-hydroxy-1-methoxy-9,10-dioxo- 9,10-dihydroanthracen-2-yl)acetate (2), a versatile intermediate prepared earlier from quinizarin (1), has been converted into (±)-4- demethoxydaunomycinone (5) in 43% yield (on a small scale) from the acetal (2) and in 29% overall yield from quinizarin. The structure of (±)-9&#945;-acetyl-6,9-dihydroxy-7&#945;,11-dimethoxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione (6), an intermediate in the sequence, has been confirmed by X-ray studies. 
ER  -

