
%0 Journal Article
%A Macleod, JK 
%A Morris, KB 
%T Synthetic Studies on Wedeligenin: Preparation of an A/B-Ring Intermediate
%J Australian Journal of Chemistry
%D 1995/03/01
%V 48
%N 3
%P 609-624
%K 
%R https://doi.org/10.1071/CH9950609
%U https://www.publish.csiro.au/paper/CH9950609 
%X In a new approach to the synthesis of wedeligenin , an A/B-ring intermediate (13a) has been synthesized. The &#946;- keto ester (15) was readily prepared from Wieland-Meischer  ketone in three steps. Baeyer-Villiger oxidation of (15) and subsequent methylenation provided an alkene (16) which contained the malonyl substituent, later to become the gem-diester of (13a). Regiospecific conversion of the alkene into a bromohydrin followed by cyclization afforded (13a). This provided an A/B-ring intermediate which could be further elaborated to allow C/D-ring annulation. 
