
%0 Journal Article
%A Bolte, ML 
%A Crow, WD 
%A Yoshida, S 
%T Plant growth regulators in Eucalyptus grandis. V. Synthesis of the G-regulators
%J Australian Journal of Chemistry
%D 1982/07/01
%V 35
%N 7
%P 1421-1429
%K 
%R https://doi.org/10.1071/CH9821421
%U https://www.publish.csiro.au/paper/CH9821421 
%X Problems associated with earlier synthetic approaches to the G-regulators have been overcome by the use of the Mannich reaction in aprotic media. Under these conditions the Mannich base formed from the reaction of 1,3-diketones and aldehydes is stabilized by internal hydrogen bonding and can be isolated in high yield. In aqueous acid rapid elimination occurs to give the 2-methylene 1,3-diketones, which first enolize then add oxygen to generate the G-regulator structure. The steric limitations of the reactions are examined. 
