
TY  - JOUR
A1  - Cameron, DW 
A1  - Deutscher, KR 
A1  - Feutrill, GI 
T1  - Nucleophilic alkenes. IX. Addition of 1,1-dimethoxyethene to azanaphthoquinones: synthesis of bostrycoidin and 8-O-methylbostrycoidin
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1982
VL  - 35
IS  - 7
SP  - 1439
EP  - 1450
KW  - 
UR  - https://doi.org/10.1071/CH9821439 
N2  - Reaction of 1,1-dimethoxyethene with azanaphthoquinones leads to pairs of isomeric dimethoxy-azaanthraquinones by means of 1:2-addition. A photochemical procedure has been developed for substituting these dimethoxy products by a further methoxy, amino or a hydroxy group peri to carbonyl. In this way the antibiotic bostrycoidin (1) and its 8-O-methyl derivative (2), the only natural 2-azaanthraquinones, have been synthesized for the first time. 
ER  -

