
TY  - JOUR
A1  - Bercich, Mark D. 
A1  - Cambie, Richard C. 
A1  - Rutledge, Peter S. 
T1  - Experiments Directed Towards the Synthesis of Anthracyclinones. XXXII. Synthesis of Anthraquinone Aldehydes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1999
VL  - 52
IS  - 4
SP  - 241
EP  - 258
KW  - 
UR  - https://doi.org/10.1071/C98102 
N2  - Syntheses of C2 anthraquinone aldehydes from the commercially availableanthraru&#175;n (1) have been investigated. A synthesis of the keto aldehyde(2) in nine steps and 73% overall yield was achieved. Syntheses of (2)exploiting selective oxidations of either a C-boundallyl group by Wacker oxidation to introduce the methyl keto functionality orof a C-bound prop-1-enyl moiety by dihydroxylation andoxidative cleavage to generate the C2 formyl group were also developed. Thealdehyde (27) was synthesized in seven steps and in 81% overall yieldfrom (1), and syntheses of the phenolic aldehydes (33), (34), and (35), the C1benzyloxy aldehyde (36) and the anthracene aldehyde (37) were also developed. 
ER  -

