Studies on intramolecular alkylation. IX. The synthesis of tricyclic dienones suitable for the synthesis of 13-hydroxygibberellins

1 January 1978

journal article
research article
Published by CSIRO Publishing in Australian Journal of Chemistry

Vol. 31 (2) , 405-409
https://doi.org/10.1071/ch9780405

Abstract

2-Hydroxy-6-methoxy-1,2,3,4-tetrahydro-2-naphthoic acid and its 8- methoxy isomer were converted into trichloroacetate and dichloroacetate derivatives and thence to diazoketones (2), (3), (12) and (13). The acid-catalysed cyclization of these substrates to the dienones (6), (7), (16) and (17), respectively, was then studied. The trichloroacetoxy derivatives gave the best yields of dienones.

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