
%0 Journal Article
%A Johnson, DW 
%A Mander, LN 
%T Studies on intramolecular alkylation. VI. <I>ortho</I>-Alkylation in phenolic diazoketones: the preparation of intermediates containing the Cyclohexa-2,4-dienonemoiety suitable for gibberellin synthesis
%J Australian Journal of Chemistry
%D 1974/06/01
%V 27
%N 6
%P 1277-1286
%K 
%R https://doi.org/10.1071/CH9741277
%U https://www.publish.csiro.au/paper/CH9741277 
%X Simple efficient syntheses of 8-hydroxy- and 8-methoxy-2-tetralones (9) and (10), 1,2,3,4-tetrahydro-8- hydroxy-2-naphthoic acid (5), 1,2,3,4-tetrahydro-2-hydroxy-8-methoxy-2-naphthoic acid (8), 1,2,3,4-tetrahydro-2,s-dihydroxy-2-naphthoic acid (7) and 1,2,3,4-tetrahydro-5-hydroxy-2-naphthoic acid (20) are described. The acid-catalysed reactions of the diazoketones derived from (5) and (20) gave good yields of tricyclic ketones (3) and (4) incorporating a cyclohexa-2,4-dienone moiety. The potential of (3) for gibberellin synthesis is examined. 
