
%0 Journal Article
%A Boddy, IK 
%A Cambie, RC 
%A Dixon, G 
%A Rutledge, PS 
%A Woodgate, PD 
%T Experiments directed towards the synthesis of anthracyclinones. VII. Model studies with allyl naphthalenyl ethers
%J Australian Journal of Chemistry
%D 1983/04/01
%V 36
%N 4
%P 803-813
%K 
%R https://doi.org/10.1071/CH9830803
%U https://www.publish.csiro.au/paper/CH9830803 
%X 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. 
