
TY  - JOUR
A1  - Boddy, IK 
A1  - Cambie, RC 
A1  - Dixon, G 
A1  - Rutledge, PS 
A1  - Woodgate, PD 
T1  - Experiments directed towards the synthesis of anthracyclinones. VII. Model studies with allyl naphthalenyl ethers
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1983
VL  - 36
IS  - 4
SP  - 803
EP  - 813
KW  - 
UR  - https://doi.org/10.1071/CH9830803 
N2  - The Claisen rearrangement of some allyl naphthalen-1-yl ethers has been examined, together with methods for modification of the resulting 2-ally1 side chain. Isomerization of the C-allyl substituent to a prop-1-enyl group followed by ozonolysis gives a formyl derivative, while ozonolysis of a 2-(2-methylprop-2-enyl) moiety or mercuriation of a 2-(2-chloroprop-2-enyl) substituent leads to an acetonyl derivative. Treatment of phenols with iodine(I) acetate and an excess of silver(I) acetate gives 4-hydroxyaryl acetates, probably via dienone intermediates. 
ER  -

